4-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-cyclopentylbenzoic acid

ID: ALA4127064

Chembl Id: CHEMBL4127064

PubChem CID: 145963609

Max Phase: Preclinical

Molecular Formula: C20H17N3O2

Molecular Weight: 331.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2c(-c3ccc(C(=O)O)c(C4CCCC4)c3)c[nH]c2n1

Standard InChI:  InChI=1S/C20H17N3O2/c21-10-14-6-8-15-18(11-22-19(15)23-14)13-5-7-16(20(24)25)17(9-13)12-3-1-2-4-12/h5-9,11-12H,1-4H2,(H,22,23)(H,24,25)

Standard InChI Key:  BAWXEVOVKWUHAA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4127064

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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: 331.38

Molecular Weight (Monoisotopic): 331.1321

AlogP: 4.46

#Rotatable Bonds: 3

Polar Surface Area: 89.77

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.01

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 1.29

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.27

References

1. Price DJ, Drewry DH, Schaller LT, Thompson BD, Reid PR, Maloney PR, Liang X, Banker P, Buckholz RG, Selley PK, McDonald OB, Smith JL, Shearer TW, Cox RF, Williams SP, Reid RA, Tacconi S, Faggioni F, Piubelli C, Sartori I, Tessari M, Wang TY..  (2018)  An orally available, brain-penetrant CAMKK2 inhibitor reduces food intake in rodent model.,  28  (10): [PMID:29653895] [10.1016/j.bmcl.2018.03.034]

Source

Source(1):

• Scientific Literature