N-(1H-indazol-5-yl)-6-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

ID: ALA4581602

PubChem CID: 155561707

Max Phase: Preclinical

Molecular Formula: C21H15N5O

Molecular Weight: 353.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2[nH]ncc2c1)c1c[nH]c2cc(-c3ccccc3)cnc12

Standard InChI:  InChI=1S/C21H15N5O/c27-21(25-16-6-7-18-15(8-16)11-24-26-18)17-12-22-19-9-14(10-23-20(17)19)13-4-2-1-3-5-13/h1-12,22H,(H,24,26)(H,25,27)

Standard InChI Key:  UGVHHIQFRFAWNN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.4907   -7.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4896   -8.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1976   -8.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9073   -8.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9044   -7.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1958   -7.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7829   -7.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861   -6.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0791   -5.9014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -7.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3734   -7.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3665   -6.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -6.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -6.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985   -7.3906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -5.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8699   -4.6818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5275   -5.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1533   -3.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8948   -2.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8122   -3.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508   -2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962   -2.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777   -1.6491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8735   -1.8279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952   -2.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 24  2  0
 23 22  2  0
 22 19  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581602

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 353.39

Molecular Weight (Monoisotopic): 353.1277

AlogP: 4.36

#Rotatable Bonds: 3

Polar Surface Area: 86.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: 3.20

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.55

References

1. Mizojiri R, Nii N, Asano M, Sasaki M, Satoh Y, Yamamoto Y, Sumi H, Maezaki H..  (2019)  Design and synthesis of a novel 1H-pyrrolo[3,2-b]pyridine-3-carboxamide derivative as an orally available ACC1 inhibitor.,  27  (12): [PMID:30879862] [10.1016/j.bmc.2019.03.023]

Source

Source(1):

• Scientific Literature