ID: ALA3818938

Max Phase: Preclinical

Molecular Formula: C31H30ClNO12S3

Molecular Weight: 703.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)COC(=O)c1csc(=S)s1)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl

Standard InChI:  InChI=1S/C31H29NO12S3.ClH/c1-11-24(34)14(32)6-19(43-11)44-16-8-31(40,18(33)9-42-29(39)17-10-46-30(45)47-17)7-13-21(16)28(38)23-22(26(13)36)25(35)12-4-3-5-15(41-2)20(12)27(23)37;/h3-5,10-11,14,16,19,24,34,36,38,40H,6-9,32H2,1-2H3;1H/t11-,14-,16-,19-,24+,31-;/m0./s1

Standard InChI Key:  KPPYJXRELWYYCD-FJRGFWAKSA-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: 703.77

Molecular Weight (Monoisotopic): 703.0852

AlogP: 2.72

#Rotatable Bonds: 7

Polar Surface Area: 212.14

Molecular Species: BASE

HBA: 16

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.00

CX Basic pKa: 9.03

CX LogP: 3.48

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.11

Np Likeness Score: 1.08

References

1. Chegaev K, Rolando B, Cortese D, Gazzano E, Buondonno I, Lazzarato L, Fanelli M, Hattinger CM, Serra M, Riganti C, Fruttero R, Ghigo D, Gasco A..  (2016)  H2S-Donating Doxorubicins May Overcome Cardiotoxicity and Multidrug Resistance.,  59  (10): [PMID:27120394] [10.1021/acs.jmedchem.6b00184]

Source

Source(1):

• Scientific Literature