N-(3-((1H-Indol-5-yl)carbamoyl)phenyl)-6-chloropicolinamide

ID: ALA4228289

PubChem CID: 145969788

Max Phase: Preclinical

Molecular Formula: C21H15ClN4O2

Molecular Weight: 390.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2[nH]ccc2c1)c1cccc(NC(=O)c2cccc(Cl)n2)c1

Standard InChI:  InChI=1S/C21H15ClN4O2/c22-19-6-2-5-18(26-19)21(28)25-15-4-1-3-14(12-15)20(27)24-16-7-8-17-13(11-16)9-10-23-17/h1-12,23H,(H,24,27)(H,25,28)

Standard InChI Key:  VVBJLJWCPYEEII-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   21.7491  -23.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7479  -23.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4560  -24.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1656  -23.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1628  -23.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4542  -22.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8705  -22.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5798  -23.0785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8674  -21.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2859  -22.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9930  -23.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9819  -21.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2791  -21.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6961  -21.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6994  -22.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4745  -22.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9502  -22.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4691  -21.5948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0413  -22.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3337  -23.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3339  -23.9052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6282  -22.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6293  -21.8618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9223  -21.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2137  -21.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2166  -22.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9241  -23.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9225  -20.6363    0.0000 Cl  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
  7  8  1  0
  7  9  2  0
  5  7  1  0
  8 10  1  0
 10 11  2  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
 13 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
  1 19  1  0
 19 20  1  0
 20 21  2  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 20 22  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228289

   ---

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: 390.83

Molecular Weight (Monoisotopic): 390.0884

AlogP: 4.72

#Rotatable Bonds: 4

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -1.43

References

1. Wang PF, Zhang YJ, Wang D, Hu HM, Wang ZC, Xu C, Qiu HY, Zhu HL..  (2018)  Design, synthesis, and biological evaluation of new B-RafV600E kinase inhibitors.,  26  (9): [PMID:29602674] [10.1016/j.bmc.2018.03.038]

Source

Source(1):

• Scientific Literature