N-(2-Hydroxyethyl)-6-methoxy-1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

ID: ALA3291427

Chembl Id: CHEMBL3291427

PubChem CID: 90467159

Max Phase: Preclinical

Molecular Formula: C18H21N5O4

Molecular Weight: 371.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cnc2c(C(=O)NCCO)cn(Cc3ncnc(OC)c3C)c2c1

Standard InChI:  InChI=1S/C18H21N5O4/c1-11-14(21-10-22-18(11)27-3)9-23-8-13(17(25)19-4-5-24)16-15(23)6-12(26-2)7-20-16/h6-8,10,24H,4-5,9H2,1-3H3,(H,19,25)

Standard InChI Key:  BPOMAKFXYIVWGA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3291427

   N-(2-hydroxyethyl)-6-methoxy-1-[(6-methoxy-5-methyl-pyrimidin-4-yl)methyl]pyrrolo[3,2-b]pyridine-3-carboxamide

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: 371.40

Molecular Weight (Monoisotopic): 371.1594

AlogP: 0.92

#Rotatable Bonds: 7

Polar Surface Area: 111.39

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.43

CX LogP: 0.52

CX LogD: 0.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.95

References

1. Shirude PS, Shandil RK, Manjunatha MR, Sadler C, Panda M, Panduga V, Reddy J, Saralaya R, Nanduri R, Ambady A, Ravishankar S, Sambandamurthy VK, Humnabadkar V, Jena LK, Suresh RS, Srivastava A, Prabhakar KR, Whiteaker J, McLaughlin RE, Sharma S, Cooper CB, Mdluli K, Butler S, Iyer PS, Narayanan S, Chatterji M..  (2014)  Lead optimization of 1,4-azaindoles as antimycobacterial agents.,  57  (13): [PMID:24874895] [10.1021/jm500571f]

Source

Source(1):

• Scientific Literature