1-(4-(3-azabicyclo[3.1.0]hexan-3-yl)-3-cyano-2-methylbenzyl)-N-((R)-1-methyl-1,4,5,6-tetrahydrocyclopenta[d]imidazol-4-yl)-1H-imidazole-4-carboxamide

ID: ALA4875151

PubChem CID: 156826644

Max Phase: Preclinical

Molecular Formula: C25H27N7O

Molecular Weight: 441.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(Cn2cnc(C(=O)N[C@@H]3CCc4c3ncn4C)c2)ccc(N2CC3CC3C2)c1C#N

Standard InChI:  InChI=1S/C25H27N7O/c1-15-16(3-5-22(19(15)8-26)32-10-17-7-18(17)11-32)9-31-12-21(27-14-31)25(33)29-20-4-6-23-24(20)28-13-30(23)2/h3,5,12-14,17-18,20H,4,6-7,9-11H2,1-2H3,(H,29,33)/t17?,18?,20-/m1/s1

Standard InChI Key:  GIEYEOLNHMBEJX-AFMYVXGZSA-N

Molfile:  

 
     RDKit          2D

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    4.1701  -10.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781  -10.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7143  -10.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3745  -11.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5751  -11.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4600   -8.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522   -8.3892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739   -7.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8925  -10.1771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2984   -9.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7492   -8.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1108   -9.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5937  -10.0385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4403   -8.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4060   -9.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9569  -10.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7022  -10.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8136   -9.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6100   -9.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0119   -8.6940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4638   -8.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7233   -8.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8240   -8.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 10  9  1  0
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 20 21  2  0
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 22 23  1  0
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 25 23  1  1
 25 26  1  0
 26 27  1  0
 27 29  1  0
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 28 29  2  0
 29 30  1  0
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 31 32  2  0
 32 28  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875151

   ---

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: 441.54

Molecular Weight (Monoisotopic): 441.2277

AlogP: 2.72

#Rotatable Bonds: 5

Polar Surface Area: 91.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.59

CX LogP: 2.34

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.66

Np Likeness Score: -1.09

References

1. Sabnis RW..  (2021)  Novel Heteroaromatic Carboxamide Derivatives as Plasma Kallikrein Inhibitors for Treating Diabetic Complications, Ocular Diseases and Edema-Associated Diseases.,  12  (12.0): [PMID:34917251] [10.1021/acsmedchemlett.1c00622]

Source

Source(1):

• Scientific Literature