(S)-3-(4-(3-aminopyrrolidin-1-yl)-5-(7-fluoro-4-methyl-1H-benzo[d]imidazol-2-yl)pyridin-3-yl)-5-fluorobenzonitrile

ID: ALA5174433

Chembl Id: CHEMBL5174433

PubChem CID: 139392666

Max Phase: Preclinical

Molecular Formula: C24H20F2N6

Molecular Weight: 430.46

Names and Identifiers

Canonical SMILES:  Cc1ccc(F)c2[nH]c(-c3cncc(-c4cc(F)cc(C#N)c4)c3N3CC[C@H](N)C3)nc12

Standard InChI:  InChI=1S/C24H20F2N6/c1-13-2-3-20(26)22-21(13)30-24(31-22)19-11-29-10-18(23(19)32-5-4-17(28)12-32)15-6-14(9-27)7-16(25)8-15/h2-3,6-8,10-11,17H,4-5,12,28H2,1H3,(H,30,31)/t17-/m0/s1

Standard InChI Key:  UJNUFHFWKHCQNO-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA5174433

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.46

Molecular Weight (Monoisotopic): 430.1718

AlogP: 4.29

#Rotatable Bonds: 3

Polar Surface Area: 94.62

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.18

CX Basic pKa: 9.58

CX LogP: 3.12

CX LogD: 0.99

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.20

References

1. Zhao J, Wang S, Hee Kim S, Han S, Rico-Bautista E, Sturchler E, Nguyen J, Tan H, Staley C, Karin Kusnetzow A, Betz SF, Johns M, Goulet L, Luo R, Fowler M, Athanacio J, Markison S, Scott Struthers R, Zhu Y..  (2022)  Discovery of 4-(3-aminopyrrolidinyl)-3-aryl-5-(benzimidazol-2-yl)-pyridines as potent and selective SST5 agonists for the treatment of congenital hyperinsulinism.,  71  [PMID:35605837] [10.1016/j.bmcl.2022.128807]

Source

Source(1):

• Scientific Literature