ID: ALA2059872

Max Phase: Preclinical

Molecular Formula: C28H28N4O3S

Molecular Weight: 500.62

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(-c2ncc(CN3CCOCC3)s2)cc1NC(=O)c1ccc(OCc2ccccn2)cc1

Standard InChI:  InChI=1S/C28H28N4O3S/c1-20-5-6-22(28-30-17-25(36-28)18-32-12-14-34-15-13-32)16-26(20)31-27(33)21-7-9-24(10-8-21)35-19-23-4-2-3-11-29-23/h2-11,16-17H,12-15,18-19H2,1H3,(H,31,33)

Standard InChI Key:  FPCRNQDPAAFAKL-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: 500.62

Molecular Weight (Monoisotopic): 500.1882

AlogP: 5.18

#Rotatable Bonds: 8

Polar Surface Area: 76.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 6.13

CX LogP: 4.55

CX LogD: 4.53

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -2.19

References

1. Yang B, Hird AW, Russell DJ, Fauber BP, Dakin LA, Zheng X, Su Q, Godin R, Brassil P, Devereaux E, Janetka JW..  (2012)  Discovery of novel hedgehog antagonists from cell-based screening: Isosteric modification of p38 bisamides as potent inhibitors of SMO.,  22  (14): [PMID:22704236] [10.1016/j.bmcl.2012.04.104]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data