3-(6-(4-((1R,4S)-5-oxa-2-aza-bicyclo[2.2.1]heptan-2-yl)piperidin-1-yl)-4-methyl-1H-benzo[d]imidazol-2-yl)-4-((S)-2-(3-chlorophenyl)-2-hydroxyethylamino)pyridin-2(1H)-one

ID: ALA474469

Chembl Id: CHEMBL474469

PubChem CID: 135960723

Max Phase: Preclinical

Molecular Formula: C31H35ClN6O3

Molecular Weight: 575.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(N2CCC(N3C[C@@H]4C[C@@H]3CO4)CC2)cc2[nH]c(-c3c(NC[C@@H](O)c4cccc(Cl)c4)cc[nH]c3=O)nc12

Standard InChI:  InChI=1S/C31H35ClN6O3/c1-18-11-22(37-9-6-21(7-10-37)38-16-24-13-23(38)17-41-24)14-26-29(18)36-30(35-26)28-25(5-8-33-31(28)40)34-15-27(39)19-3-2-4-20(32)12-19/h2-5,8,11-12,14,21,23-24,27,39H,6-7,9-10,13,15-17H2,1H3,(H,35,36)(H2,33,34,40)/t23-,24+,27-/m1/s1

Standard InChI Key:  LVOHHKIFPDWJJY-ONBPZOJHSA-N

Alternative Forms

1. Parent:

   

   ALA474469

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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

Calculated Properties

Molecular Weight: 575.11

Molecular Weight (Monoisotopic): 574.2459

AlogP: 4.47

#Rotatable Bonds: 7

Polar Surface Area: 109.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.58

CX Basic pKa: 7.95

CX LogP: 2.76

CX LogD: 2.22

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.26

Np Likeness Score: -0.63

References

1. Zimmermann K, Wittman MD, Saulnier MG, Velaparthi U, Langley DR, Sang X, Frennesson D, Carboni J, Li A, Greer A, Gottardis M, Attar RM, Yang Z, Balimane P, Discenza LN, Vyas D..  (2008)  Balancing oral exposure with Cyp3A4 inhibition in benzimidazole-based IGF-IR inhibitors.,  18  (14): [PMID:18572407] [10.1016/j.bmcl.2008.05.104]

Source

Source(1):

• Scientific Literature