(S)-4-Chloro-7-{2-oxo-2-[4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidin-1-yl]-ethyl}-9-(2,2,2-trifluoro-ethyl)-6,7,9,10-tetrahydro-3H-1-oxa-3,9-diaza-cyclohepta[e]indene-2,8-dione

ID: ALA4873084

PubChem CID: 164625304

Max Phase: Preclinical

Molecular Formula: C29H29ClF3N5O5

Molecular Weight: 620.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(C[C@@H]1Cc2cc(Cl)c3[nH]c(=O)oc3c2CN(CC(F)(F)F)C1=O)N1CCC(N2CCc3ccccc3NC2=O)CC1

Standard InChI:  InChI=1S/C29H29ClF3N5O5/c30-21-12-17-11-18(26(40)37(15-29(31,32)33)14-20(17)25-24(21)35-28(42)43-25)13-23(39)36-8-6-19(7-9-36)38-10-5-16-3-1-2-4-22(16)34-27(38)41/h1-4,12,18-19H,5-11,13-15H2,(H,34,41)(H,35,42)/t18-/m0/s1

Standard InChI Key:  UGTZEWXIEYIRQN-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

 43 48  0  0  0  0  0  0  0  0999 V2000
    2.7694  -21.2965    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659  -21.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514  -20.7134    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7427  -18.8367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1471  -19.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9602  -19.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3750  -18.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664  -18.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1472  -18.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9214  -18.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5092  -18.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081  -19.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6868  -19.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3344  -20.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5319  -20.4673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3331  -18.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873  -19.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8890  -19.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5312  -18.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067  -17.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405  -17.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260  -18.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0024  -18.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920  -17.8969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132  -18.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3921  -19.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013  -18.7550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8445  -20.9223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1936  -18.8498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5508  -18.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3539  -17.9345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5465  -19.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3483  -19.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9964  -18.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9919  -19.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7009  -19.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4151  -19.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4157  -18.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7060  -18.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0398  -17.4697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3527  -21.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851  -22.3136    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5133  -16.7083    0.0000 Cl  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  1  0
 26 22  1  0
 25 27  2  0
 14 28  2  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
 31 34  1  0
 32 33  1  0
 33 35  1  0
  7 29  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 30 40  2  0
 15 41  1  0
 41  2  1  0
  2 42  1  0
 21 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873084

   ---

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: 620.03

Molecular Weight (Monoisotopic): 619.1809

AlogP: 4.31

#Rotatable Bonds: 4

Polar Surface Area: 118.96

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 2.87

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.45

Np Likeness Score: -0.45

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