ID: ALA3594400

Max Phase: Preclinical

Molecular Formula: C17H19N5O9S

Molecular Weight: 469.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#Cc1cc([N+](=O)[O-])c(O)cc1SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C17H19N5O9S/c18-5-8-3-11(22(30)31)12(23)4-13(8)32-7-10(16(27)20-6-15(25)26)21-14(24)2-1-9(19)17(28)29/h3-4,9-10,23H,1-2,6-7,19H2,(H,20,27)(H,21,24)(H,25,26)(H,28,29)/t9-,10-/m0/s1

Standard InChI Key:  HJDWZTQBFZOOEA-UWVGGRQHSA-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: 469.43

Molecular Weight (Monoisotopic): 469.0903

AlogP: -0.86

#Rotatable Bonds: 12

Polar Surface Area: 245.98

Molecular Species: ZWITTERION

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.66

CX Basic pKa: 9.31

CX LogP: -3.70

CX LogD: -8.78

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.12

Np Likeness Score: -0.26

References

1. Kim Y, Maciag AE, Cao Z, Deschamps JR, Saavedra JE, Keefer LK, Holland RJ..  (2015)  PABA/NO lead optimization: Improved targeting of cytotoxicity to glutathione S-transferase P1-overexpressing cancer cells.,  23  (15): [PMID:26043946] [10.1016/j.bmc.2015.05.020]

Source

Source(1):

• Scientific Literature