(+/-)-N,1-Dibenzyl-3,5-cis-dimethyl-1,2,3,5-tetrahydro-4H-benzo[e][1,4]diazepine-4-carboxamide

ID: ALA3913893

PubChem CID: 134143519

Max Phase: Preclinical

Molecular Formula: C26H29N3O

Molecular Weight: 399.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(Cc2ccccc2)c2ccccc2[C@H](C)N1C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C26H29N3O/c1-20-18-28(19-23-13-7-4-8-14-23)25-16-10-9-15-24(25)21(2)29(20)26(30)27-17-22-11-5-3-6-12-22/h3-16,20-21H,17-19H2,1-2H3,(H,27,30)/t20-,21+/m1/s1

Standard InChI Key:  JFGVQJFBQJWZAW-RTWAWAEBSA-N

Molfile:  

     RDKit          2D

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    5.3054  -15.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5033  -15.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066  -16.0460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8053  -15.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4935  -14.6382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9922  -13.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6804  -13.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657  -13.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539  -12.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0526  -11.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8673  -11.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792  -12.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6200  -15.5036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6737  -16.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4948  -16.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339  -17.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5363  -17.7194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3690  -18.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9586  -19.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443  -18.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381  -19.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380  -20.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3482  -20.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7586  -19.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849  -17.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828  -17.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670  -17.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4532  -16.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1553  -16.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8711  -16.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  7 12  1  0
  4 13  2  0
  3 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 19 24  1  0
 17 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 25 30  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3913893

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 399.54

Molecular Weight (Monoisotopic): 399.2311

AlogP: 5.37

#Rotatable Bonds: 4

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.82

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -0.81

References

1. Siegrist R, Pozzi D, Jacob G, Torrisi C, Colas K, Braibant B, Mawet J, Pfeifer T, de Kanter R, Roch C, Kessler M, Corminboeuf O, Bezençon O..  (2016)  Structure-Activity Relationship, Drug Metabolism and Pharmacokinetics Properties Optimization, and in Vivo Studies of New Brain Penetrant Triple T-Type Calcium Channel Blockers.,  59  (23): [PMID:27933950] [10.1021/acs.jmedchem.6b01356]

2. Siegrist R, Pozzi D, Jacob G, Torrisi C, Colas K, Braibant B, Mawet J, Pfeifer T, de Kanter R, Roch C, Kessler M, Corminboeuf O, Bezençon O..  (2016)  Structure-Activity Relationship, Drug Metabolism and Pharmacokinetics Properties Optimization, and in Vivo Studies of New Brain Penetrant Triple T-Type Calcium Channel Blockers.,  59  (23): [PMID:27933950] [10.1021/acs.jmedchem.6b01356]

3. Das B, Baidya ATK, Mathew AT, Yadav AK, Kumar R..  (2022)  Structural modification aimed for improving solubility of lead compounds in early phase drug discovery.,  56  [PMID:35033884] [10.1016/j.bmc.2022.116614]

Source

Source(1):

• Scientific Literature