ID: ALA1088983

Max Phase: Preclinical

Molecular Formula: C27H36N2O13S2

Molecular Weight: 660.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N[C@@H](CSSc1ccc2cc(O)ccc2c1)C(=O)NC1[C@@H](OC2[C@H](O)[C@H](O)C(O)[C@@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C27H36N2O13S2/c1-10(31)28-15(9-43-44-14-5-3-11-6-13(32)4-2-12(11)7-14)26(40)29-17-19(34)18(33)16(8-30)41-27(17)42-25-23(38)21(36)20(35)22(37)24(25)39/h2-7,15-25,27,30,32-39H,8-9H2,1H3,(H,28,31)(H,29,40)/t15-,16+,17?,18+,19+,20?,21+,22+,23+,24+,25?,27+/m0/s1

Standard InChI Key:  OATYWLWICFHISA-DZSFSLTASA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 660.72

Molecular Weight (Monoisotopic): 660.1659

AlogP: -3.08

#Rotatable Bonds: 10

Polar Surface Area: 258.73

Molecular Species: NEUTRAL

HBA: 15

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.77

CX Basic pKa:

CX LogP: -3.51

CX LogD: -3.51

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 0.98

References

1. Gammon DW, Steenkamp DJ, Mavumengwana V, Marakalala MJ, Mudzunga TT, Hunter R, Munyololo M..  (2010)  Conjugates of plumbagin and phenyl-2-amino-1-thioglucoside inhibit MshB, a deacetylase involved in the biosynthesis of mycothiol.,  18  (7): [PMID:20304659] [10.1016/j.bmc.2010.02.049]

Source

Source(1):

• Scientific Literature