ID: ALA483302

Max Phase: Preclinical

Molecular Formula: C24H19N3O6S

Molecular Weight: 477.50

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-1741
Synonyms from Alternative Forms(1):

Canonical SMILES:  Nc1ccc(C(=O)Nc2ccc(C(=O)Nc3ccc4c(O)cc(S(=O)(=O)O)cc4c3)cc2)cc1

Standard InChI:  InChI=1S/C24H19N3O6S/c25-17-5-1-14(2-6-17)23(29)26-18-7-3-15(4-8-18)24(30)27-19-9-10-21-16(11-19)12-20(13-22(21)28)34(31,32)33/h1-13,28H,25H2,(H,26,29)(H,27,30)(H,31,32,33)

Standard InChI Key:  ZRLIGKOKBJUIIR-UHFFFAOYSA-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: 477.50

Molecular Weight (Monoisotopic): 477.0995

AlogP: 3.88

#Rotatable Bonds: 5

Polar Surface Area: 158.82

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.19

CX Basic pKa: 2.80

CX LogP: 2.97

CX LogD: 0.80

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -0.56

References

1. Fells JI, Tsukahara R, Fujiwara Y, Liu J, Perygin DH, Osborne DA, Tigyi G, Parrill AL..  (2008)  Identification of non-lipid LPA3 antagonists by virtual screening.,  16  (11): [PMID:18467108] [10.1016/j.bmc.2008.04.035]

2. North EJ, Howard AL, Wanjala IW, Pham TC, Baker DL, Parrill AL..  (2010)  Pharmacophore development and application toward the identification of novel, small-molecule autotaxin inhibitors.,  53  (8): [PMID:20349977] [10.1021/jm901718z]

Source

Source(1):

• Scientific Literature