SID24407318

ID: ALA1591912

PubChem CID: 16028723

Max Phase: Preclinical

Molecular Formula: C22H25ClN4O3S

Molecular Weight: 460.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1ccc2cc(S(=O)(=O)N3CCCN(C(=O)Nc4cccc(Cl)c4)CC3)ccc21

Standard InChI:  InChI=1S/C22H25ClN4O3S/c1-2-25-12-9-17-15-20(7-8-21(17)25)31(29,30)27-11-4-10-26(13-14-27)22(28)24-19-6-3-5-18(23)16-19/h3,5-9,12,15-16H,2,4,10-11,13-14H2,1H3,(H,24,28)

Standard InChI Key:  CDSLCPKDFPWTBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    3.4666    1.4195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748    1.9434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623    2.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1873    1.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9985    1.6044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    1.5309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7029    3.4358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890    0.9844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917    0.1795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4893    2.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9182    2.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9182    3.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2038    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4893    3.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2038    3.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7029    2.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3787    1.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1878    2.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1220    0.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9578    4.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5337    0.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    0.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7144    0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1791    0.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7648    4.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0723   -0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018    0.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950   -0.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3598   -0.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 29  1  0
  2  3  2  0
  2  4  2  0
  2  6  1  0
  2 10  1  0
  5 23  2  0
  6 17  1  0
  6 19  1  0
  7 12  1  0
  7 18  1  0
  7 21  1  0
  8 20  1  0
  8 23  1  0
  8 24  1  0
  9 23  1  0
  9 25  1  0
 10 13  1  0
 10 14  2  0
 11 12  1  0
 11 13  2  0
 11 16  1  0
 12 15  2  0
 14 15  1  0
 16 18  2  0
 17 20  1  0
 19 22  1  0
 21 27  1  0
 22 24  1  0
 25 26  2  0
 25 28  1  0
 26 29  1  0
 28 30  2  0
 29 31  2  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1591912

   N-(3-chlorophenyl)-4-[(1-ethyl-1H-indol-5-yl)sulfonyl]-1,4-diazepane-1-carboxamide

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: 460.99

Molecular Weight (Monoisotopic): 460.1336

AlogP: 4.24

#Rotatable Bonds: 4

Polar Surface Area: 74.65

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: ┄

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -2.49

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays