(R)-4-(1-(3-(2-cyclopropyl-1H-imidazol-1-yl)phenoxy)propan-2-yloxy)-3-fluorobenzonitrile

ID: ALA4443354

PubChem CID: 138471422

Max Phase: Preclinical

Molecular Formula: C22H20FN3O2

Molecular Weight: 377.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](COc1cccc(-n2ccnc2C2CC2)c1)Oc1ccc(C#N)cc1F

Standard InChI:  InChI=1S/C22H20FN3O2/c1-15(28-21-8-5-16(13-24)11-20(21)23)14-27-19-4-2-3-18(12-19)26-10-9-25-22(26)17-6-7-17/h2-5,8-12,15,17H,6-7,14H2,1H3/t15-/m1/s1

Standard InChI Key:  CNLDJPRZJYYHID-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

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   29.8497  -19.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5577  -20.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2674  -19.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2646  -18.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5559  -18.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9707  -18.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6800  -18.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3861  -18.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0954  -18.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8015  -18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5068  -18.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2125  -18.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2098  -17.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4956  -17.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7929  -17.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1470  -18.4322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0614  -17.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2620  -17.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8536  -18.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4006  -18.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2309  -19.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9161  -17.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6217  -16.7784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3831  -17.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5079  -19.6442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.6857  -20.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4850  -20.3415    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
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  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
  1 17  1  0
 21 22  1  0
 23 24  3  0
 14 23  1  0
  9 25  1  1
 12 26  1  0
 27 22  1  0
 28 27  1  0
 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4443354

   ---

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: 377.42

Molecular Weight (Monoisotopic): 377.1540

AlogP: 4.61

#Rotatable Bonds: 7

Polar Surface Area: 60.07

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.34

CX LogP: 4.54

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.79

References

1. Kargbo RB..  (2019)  Treatment of Cancers by Inhibition of Isoprenylcysteine Carboxyl Methyltransferase.,  10  (7): [PMID:31312402] [10.1021/acsmedchemlett.9b00269]

Source

Source(1):

• Scientific Literature