Molecule

Pradimicin A

AlkaPlorer ID: AK029113

Synonym: None

IUPAC Name: (2R)-2-[[(5S,6S)-1,6,9,14-tetrahydroxy-5-[(2S,3R,4S,5S,6R)-3-hydroxy-6-methyl-5-(methylamino)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

Structure

SMILES: CN[C@@H]1[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O[C@H]2C3=CC(C)=C(C(O)=N[C@H](C)C(=O)O)C(O)=C3C3=C(O)C4=C(C=C3[C@@H]2O)C(=O)C2=C(O)C=C(OC)C=C2C4=O)O[C@@H]1C

InChI: InChI=1S/C40H44N2O18/c1-11-6-18-24(31(49)21(11)37(53)42-12(2)38(54)55)23-16(9-17-25(32(23)50)28(46)15-7-14(56-5)8-19(43)22(15)27(17)45)29(47)35(18)59-40-34(52)36(26(41-4)13(3)58-40)60-39-33(51)30(48)20(44)10-57-39/h6-9,12-13,20,26,29-30,33-36,39-41,43-44,47-52H,10H2,1-5H3,(H,42,53)(H,54,55)/t12-,13-,20-,26+,29+,30+,33-,34-,35+,36+,39+,40+/m1/s1

InChIKey: WPICPWIIIBCXCV-NJGWPHBESA-N

Reference

Pradimicins A, B and C: New antifungal antibiotics. I. Taxonomy, production, isolation and physico-chemical properties.

PubChem CID: 5479145

CAS: 117704-65-1

LOTUS: LTS0245942

SuperNatural Ⅲ: SN0416383-05

NPASS: NPC252156

{

NPAtlas: NPA008193

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Actinomadura hibisca	Actinomadura	Thermomonosporaceae	Streptosporangiales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 840.7880000000002

TPSA？: 324.05

MolLogP？: -0.0368799999999973

Number of H-Donors: 11

Number of H-Acceptors: 18

RingCount: 7

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	PD50	8.9	mg kg-1	10.1021/acs.jmedchem.0c00748
Diutina rugosa	Diutina rugosa	MIC	4.0	ug.mL-1	10.1016/j.bmc.2021.116590
Homo sapiens	C8166	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	Caco-2	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	CCRF-CEM	CC50	50000.0	nM	10.1016/j.ejmech.2015.10.027
Homo sapiens	CCRF-CEM	CC50	100000.0	nM	10.1016/j.ejmech.2015.01.033
Homo sapiens	CCRF-CEM	CC50	100000.0	nM	10.1016/j.ejmech.2015.10.031
Homo sapiens	CCRF-CEM	CC50	100000.0	nM	10.1128/aac.01347-09
Homo sapiens	CCRF-CEM	EC50	50000.0	nM	10.1021/jm200560r
Homo sapiens	HeLa	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	MOLT-4	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	MT4	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	MT4	CC50	100000.0	nM	10.1016/j.ejmech.2022.114414
Homo sapiens	MT4	CC50	100000.0	nM	10.1021/acs.jmedchem.1c00315
Homo sapiens	MT4	CC50	100000.0	nM	10.1021/acs.jmedchem.9b01737
Homo sapiens	OST	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	PBMC	Activity	95.0	%	10.1128/aac.01347-09
Homo sapiens	PBMC	Activity	nan	None	10.1128/aac.01347-09
Homo sapiens	PBMC	CC50	50000.0	nM	10.1128/aac.01347-09
Homo sapiens	PBMC	CC50	250000.0	nM	10.1128/aac.01347-09
Homo sapiens	PBMC	FC	2.0	None	10.1128/aac.01347-09
Homo sapiens	PBMC	FC	4.0	None	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	Activity	nan	None	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	1600.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	2200.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	2600.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3300.0	nM	10.1016/j.ejmech.2015.01.033
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3300.0	nM	10.1016/j.ejmech.2015.10.031
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3300.0	nM	10.1016/j.ejmech.2022.114414
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3300.0	nM	10.1021/acs.jmedchem.1c00315
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3300.0	nM	10.1021/acs.jmedchem.9b01737
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3400.0	nM	10.1016/j.ejmech.2015.10.027
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	3400.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	4700.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	5200.0	nM	10.1021/jm200560r
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	5200.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	5400.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	5900.0	nM	10.1021/acs.jmedchem.9b01737
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	5900.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	6000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	6700.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	8000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	10000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	50000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	IC50	3500.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	IC50	21000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 1	Human immunodeficiency virus 1	Ratio	2.0	None	10.1128/aac.01347-09
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	4300.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5000.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5200.0	nM	10.1128/aac.01347-09
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5900.0	nM	10.1016/j.ejmech.2015.01.033
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5900.0	nM	10.1016/j.ejmech.2015.10.031
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5900.0	nM	10.1016/j.ejmech.2022.114414
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5900.0	nM	10.1021/acs.jmedchem.1c00315
Human immunodeficiency virus 2	Human immunodeficiency virus 2	EC50	5900.0	nM	10.1021/jm200560r
Mus musculus	L1210	CC50	50000.0	nM	10.1128/aac.01347-09
None	ADMET	CC50	50000.0	nM	10.1128/aac.01347-09
None	ADMET	Ratio CC50/EC50	30.0	None	10.1016/j.ejmech.2022.114414
None	NON-PROTEIN TARGET	EC50	4300.0	nM	10.1128/aac.01347-09
None	NON-PROTEIN TARGET	EC50	5500.0	nM	10.1128/aac.01347-09
None	NON-PROTEIN TARGET	IC50	16000.0	nM	10.1128/aac.01347-09
None	No relevant target	Activity	50.0	uM	10.1128/aac.01347-09
None	No relevant target	Activity	nan	None	10.1016/j.bmc.2021.116590
None	No relevant target	Solubility	20.0	ug.mL-1	10.1016/j.bmcl.2011.11.106
None	No relevant target	Solubility	20000.0	nM	10.1128/aac.01347-09
None	Unchecked	Activity	0.57	molar ratio	10.1016/j.bmcl.2015.05.021
None	Unchecked	Activity	1.08	molar ratio	10.1016/j.bmcl.2015.05.021
None	Unchecked	Activity	nan	None	10.1016/j.bmcl.2011.11.106
None	Unchecked	Activity	nan	None	10.1128/aac.01347-09
None	Unchecked	Ka	1.49	10'4/M/s	10.1128/aac.01347-09
None	Unchecked	Ka	1.96	10'3/M/s	10.1128/aac.01347-09
None	Unchecked	Kd	2.91	10'-2/s	10.1128/aac.01347-09
None	Unchecked	Kd	6.1	10'-3/s	10.1128/aac.01347-09
None	Unchecked	Kd	410.0	nM	10.1128/aac.01347-09
None	Unchecked	Kd	14900.0	nM	10.1128/aac.01347-09
None	Unchecked	Kd	96000.0	nM	10.1016/j.bmc.2021.116590
None	Unchecked	Kd	3800000.0	nM	10.1016/j.bmc.2021.116590
None	Unchecked	Ratio CC50/EC50	30.3	None	10.1021/acs.jmedchem.9b01737