4-((S)-4-acryloyl-3-(cyanomethyl)piperazin-1-yl)-N-((1R,2R)-2-(dimethylamino)cyclopentyl)-7-(8-methylnaphthalen-1-yl)-5,6,7,8-tetrahydro-1,7-naphthyridine-2-carboxamide

ID: ALA4874744

PubChem CID: 164626776

Max Phase: Preclinical

Molecular Formula: C36H43N7O2

Molecular Weight: 605.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCN(c2cc(C(=O)N[C@@H]3CCC[C@H]3N(C)C)nc3c2CCN(c2cccc4cccc(C)c24)C3)C[C@@H]1CC#N

Standard InChI:  InChI=1S/C36H43N7O2/c1-5-34(44)43-20-19-42(22-26(43)15-17-37)33-21-29(36(45)39-28-12-8-13-31(28)40(3)4)38-30-23-41(18-16-27(30)33)32-14-7-11-25-10-6-9-24(2)35(25)32/h5-7,9-11,14,21,26,28,31H,1,8,12-13,15-16,18-20,22-23H2,2-4H3,(H,39,45)/t26-,28+,31+/m0/s1

Standard InChI Key:  HDIHSTWWXIWYLV-PTYIDMFESA-N

Molfile:  

 
     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
    3.0789   -6.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -7.4249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883   -7.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883   -6.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977   -6.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4961   -7.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -7.8345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9108   -7.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9084   -6.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1995   -6.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6230   -7.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6238   -8.6567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3344   -7.4220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3361   -9.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234   -9.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2271  -10.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6391   -9.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0875   -8.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8173  -10.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0395  -10.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9888  -11.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737   -7.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655   -7.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584   -7.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584   -8.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -8.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -9.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740   -9.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791  -10.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0834   -9.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0778   -9.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7830   -8.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923   -5.3776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9003   -4.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8993   -4.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1919   -3.7442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4839   -4.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -4.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1920   -2.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8997   -2.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843   -2.5183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760   -3.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0684   -4.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601   -4.5669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
 14 12  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 15 19  1  1
 19 20  1  0
 19 21  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 27  1  0
 26 22  1  0
  2 22  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 26  2  0
 31 32  1  0
 33 34  1  0
 33 38  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 10 33  1  0
 36 39  1  0
 39 40  1  0
 40 41  2  0
 39 42  2  0
 37 43  1  6
 43 44  1  0
 44 45  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874744

   ---

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: 605.79

Molecular Weight (Monoisotopic): 605.3478

AlogP: 4.44

#Rotatable Bonds: 7

Polar Surface Area: 95.81

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.11

CX LogP: 4.43

CX LogD: 2.72

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.40

Np Likeness Score: -0.63

References

1. Kargbo RB..  (2021)  Small Molecule Inhibitors of KRAS Mutant as a Therapeutic Strategy for the Treatment of Cancer.,  12  (8.0): [PMID:34413934] [10.1021/acsmedchemlett.1c00321]

Source

Source(1):

• Scientific Literature