SID24394816

ID: ALA1604475

PubChem CID: 16016959

Max Phase: Preclinical

Molecular Formula: C25H24N4O2S

Molecular Weight: 444.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2ccccc2Sc2ccc(NC(=O)N3CCN(c4ccccc4)CC3)cc21

Standard InChI:  InChI=1S/C25H24N4O2S/c1-27-21-17-18(11-12-23(21)32-22-10-6-5-9-20(22)24(27)30)26-25(31)29-15-13-28(14-16-29)19-7-3-2-4-8-19/h2-12,17H,13-16H2,1H3,(H,26,31)

Standard InChI Key:  WOYXKJJKMBWEIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   -2.4640    2.4929    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -0.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0655    2.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515    0.6856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6443    1.4054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374    1.7233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    1.2370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371    1.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3909    1.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8765    0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2073    2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7488    1.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440    1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160    2.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276    2.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793    1.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121    2.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2491    1.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6936   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840    1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004    2.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6422    2.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2210    0.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025    0.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305    2.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0094    0.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0072    1.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5861    0.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7956    1.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792    0.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1 12  1  0
  2 11  2  0
  3 19  2  0
  4  8  1  0
  4 11  1  0
  4 20  1  0
  5 14  1  0
  5 19  1  0
  6 19  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8  9  2  0
  8 13  1  0
  9 15  1  0
 10 11  1  0
 10 12  2  0
 10 17  1  0
 12 18  1  0
 13 14  2  0
 14 16  1  0
 15 16  2  0
 17 21  2  0
 18 22  2  0
 21 22  1  0
 23 26  1  0
 24 27  1  0
 25 28  2  0
 25 29  1  0
 28 30  1  0
 29 31  2  0
 30 32  2  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604475

   N-(5-methyl-6-oxobenzo[b][1,4]benzothiazepin-3-yl)-4-phenylpiperazine-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: 444.56

Molecular Weight (Monoisotopic): 444.1620

AlogP: 4.78

#Rotatable Bonds: 2

Polar Surface Area: 55.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: 3.42

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -1.72

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays