(S)-4-Chloro-8-oxo-7-{2-oxo-2-[4-(2-oxo-2,3-dihydro-imidazo[4,5-b]pyridin-1-yl)-piperidin-1-yl]-ethyl}-9-(2,2,2-trifluoro-ethyl)-3,6,7,8,9,10-hexahydro-3,9-diaza-cyclohepta[e]indene-1-carbonitrile

ID: ALA4871223

PubChem CID: 164619429

Max Phase: Preclinical

Molecular Formula: C28H25ClF3N7O3

Molecular Weight: 600.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c2c(Cl)cc3c(c12)CN(CC(F)(F)F)C(=O)[C@H](CC(=O)N1CCC(n2c(=O)[nH]c4ncccc42)CC1)C3

Standard InChI:  InChI=1S/C28H25ClF3N7O3/c29-20-9-15-8-16(26(41)38(14-28(30,31)32)13-19(15)23-17(11-33)12-35-24(20)23)10-22(40)37-6-3-18(4-7-37)39-21-2-1-5-34-25(21)36-27(39)42/h1-2,5,9,12,16,18,35H,3-4,6-8,10,13-14H2,(H,34,36,42)/t16-/m0/s1

Standard InChI Key:  OBKQTERSBVILMZ-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

 42 47  0  0  0  0  0  0  0  0999 V2000
   30.3475  -30.1535    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.1441  -30.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9296  -29.5705    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.3208  -27.6937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7253  -28.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5384  -28.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9531  -27.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5445  -26.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7253  -26.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4995  -27.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0873  -26.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0862  -28.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2649  -28.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9125  -29.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1101  -29.3243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9112  -27.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4654  -28.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4671  -27.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1094  -27.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9849  -26.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2187  -26.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7042  -27.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5805  -26.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7701  -26.7540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3913  -27.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9702  -28.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4226  -29.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7717  -27.7068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9308  -30.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9633  -31.1706    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914  -25.5653    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.0330  -27.3035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2564  -27.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0082  -26.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0268  -28.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2461  -28.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0695  -29.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6726  -29.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4550  -29.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6280  -28.6707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8388  -28.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7060  -29.6799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
 13 12  1  1
 13 14  1  0
 14 15  1  0
 13 16  1  0
 15 17  1  0
 16 19  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 23  1  0
 22 18  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 14 27  2  0
  7 28  1  0
 15 29  1  0
 29  2  1  0
  2 30  1  0
 21 31  1  0
 28 36  1  0
 35 32  1  0
 32 33  1  0
 33 28  1  0
 33 34  2  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
 41 42  3  0
 26 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871223

   ---

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: 600.00

Molecular Weight (Monoisotopic): 599.1659

AlogP: 4.05

#Rotatable Bonds: 4

Polar Surface Area: 130.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.68

CX Basic pKa: 3.16

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.37

Np Likeness Score: -0.89

References

1. Luo G, Jiang XJ, Chen L, Conway CM, Gulianello M, Kostich W, Keavy D, Signor LJ, Chen P, Davis C, Whiterock VJ, Schartman R, Widmann KA, Macor JE, Dubowchik GM..  (2021)  Calcitonin gene-related peptide (CGRP) receptor antagonists: Heterocyclic modification of a novel azepinone lead.,  43  [PMID:33932522] [10.1016/j.bmcl.2021.128077]

Source

Source(1):

• Scientific Literature