ID: ALA2408634

Max Phase: Preclinical

Molecular Formula: C24H22N4O3

Molecular Weight: 414.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)[C@H]1CC[C@@H](Oc2ccc(-c3ccc(-c4nc5ccccc5[nH]4)cn3)cn2)CC1

Standard InChI:  InChI=1S/C24H22N4O3/c29-24(30)15-5-9-18(10-6-15)31-22-12-8-16(13-26-22)19-11-7-17(14-25-19)23-27-20-3-1-2-4-21(20)28-23/h1-4,7-8,11-15,18H,5-6,9-10H2,(H,27,28)(H,29,30)/t15-,18+

Standard InChI Key:  QCPURHNPMLMDRG-RHNCMZPLSA-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: 414.47

Molecular Weight (Monoisotopic): 414.1692

AlogP: 4.71

#Rotatable Bonds: 5

Polar Surface Area: 100.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.95

CX Basic pKa: 4.99

CX LogP: 3.07

CX LogD: 1.20

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.95

References

1. He S, Hong Q, Lai Z, Wu Z, Yu Y, Kim DW, Ting PC, Kuethe JT, Yang GX, Jian T, Liu J, Guiadeen D, Krikorian AD, Sperbeck DM, Sonatore LM, Wiltsie J, Chung CC, Gibson JT, Lisnock J, Murphy BA, Gorski JN, Liu J, Chen D, Chen X, Wolff M, Tong SX, Madeira M, Karanam BV, Shen DM, Balkovec JM, Pinto S, Nargund RP, DeVita RJ..  (2013)  Potent DGAT1 Inhibitors in the Benzimidazole Class with a Pyridyl-oxy-cyclohexanecarboxylic Acid Moiety.,  4  (8): [PMID:24900745] [10.1021/ml400168h]

Source

Source(1):

• Scientific Literature