((S)-1-(difluoro-1H-benzo[d]imidazol-2-yl)(3-(4-methylpiperazin-1-yl)propyl)amino)bicyclo[4.1.0]heptan-1-yl)benzyl)pyrrolidin-2-yl)methanol

ID: ALA217132

Chembl Id: CHEMBL217132

PubChem CID: 11330800

Max Phase: Preclinical

Molecular Formula: C34H46F2N6O

Molecular Weight: 592.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCCN(c2nc3cc(F)c(F)cc3[nH]2)[C@@H]2CC[C@]3(c4cccc(CN5CCC[C@H]5CO)c4)C[C@@H]3C2)CC1

Standard InChI:  InChI=1S/C34H46F2N6O/c1-39-13-15-40(16-14-39)10-4-12-42(33-37-31-19-29(35)30(36)20-32(31)38-33)27-8-9-34(21-26(34)18-27)25-6-2-5-24(17-25)22-41-11-3-7-28(41)23-43/h2,5-6,17,19-20,26-28,43H,3-4,7-16,18,21-23H2,1H3,(H,37,38)/t26-,27+,28-,34+/m0/s1

Standard InChI Key:  CQLUIXRFWRPBOB-CWFKBQJKSA-N

Alternative Forms

1. Parent:

   

   ALA217132

   [(2S)-1-[[3-[(1S,4R,6R)-4-[(5,6-difluoro-1H-benzimidazol-2-yl)-[3-(4-methylpiperazin-1-yl)propyl]amino]-1-bicyclo[4.1.0]heptanyl]phenyl]methyl]pyrrolidin-2-yl]methanol

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: 592.78

Molecular Weight (Monoisotopic): 592.3701

AlogP: 4.75

#Rotatable Bonds: 10

Polar Surface Area: 61.87

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.05

CX Basic pKa: 8.97

CX LogP: 4.88

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.35

Np Likeness Score: -0.51

References

1. Sasikumar TK, Qiang L, Burnett DA, Greenlee WJ, Hawes BE, Kowalski TJ, O'Neill K, Spar BD, Weig B..  (2006)  Novel aminobenzimidazoles as selective MCH-R1 antagonists for the treatment of metabolic diseases.,  16  (20): [PMID:16889961] [10.1016/j.bmcl.2006.07.058]

2. Helal MA, Chittiboyina AG, Avery MA..  (2019)  Identification of a new small molecule chemotype of Melanin Concentrating Hormone Receptor-1 antagonists using pharmacophore-based virtual screening.,  29  (24): [PMID:31678007] [10.1016/j.bmcl.2019.126741]

Source

Source(1):

• Scientific Literature