2-Amino-N-((R)-carbamoylphenylmethyl)-N-((R)-6-chloro-4-fluoroindan-1-yl)nicotinamide

ID: ALA4795385

PubChem CID: 87055788

Max Phase: Preclinical

Molecular Formula: C23H20ClFN4O2

Molecular Weight: 438.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H](c1ccccc1)N(C(=O)c1cccnc1N)[C@@H]1CCc2c(F)cc(Cl)cc21

Standard InChI:  InChI=1S/C23H20ClFN4O2/c24-14-11-17-15(18(25)12-14)8-9-19(17)29(23(31)16-7-4-10-28-21(16)26)20(22(27)30)13-5-2-1-3-6-13/h1-7,10-12,19-20H,8-9H2,(H2,26,28)(H2,27,30)/t19-,20-/m1/s1

Standard InChI Key:  UQWXSZBNADPSOU-WOJBJXKFSA-N

Molfile:  

 
     RDKit          2D

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   44.1237   -3.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4118   -3.9192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.8355   -3.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.8071   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9490   -3.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4014   -3.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6047   -3.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3544   -4.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9071   -4.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7017   -4.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0561   -2.8104    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.6599   -5.5782    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   42.9898   -6.3226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 16 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795385

   2-Amino-N-[(R)-carbamoylphenylmethyl]-N-[(R)-6-chloro-4-fluoroindan-1-yl]nicotinamide

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: 438.89

Molecular Weight (Monoisotopic): 438.1259

AlogP: 3.81

#Rotatable Bonds: 5

Polar Surface Area: 102.31

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.48

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.13

References

1. Kobayashi JI,Hirasawa H,Fujimori Y,Nakanishi O,Kamada N,Ikeda T,Yamamoto A,Kanbe H.  (2021)  Identification of N-acyl-N-indanyl-α-phenylglycinamides as selective TRPM8 antagonists designed to mitigate the risk of adverse effects.,  30  [PMID:33333445] [10.1016/j.bmc.2020.115903]

Source

Source(1):

• Scientific Literature