Phosphoric acid mono-{4-[5-oxo-4-(3-phenyl-propyl)-[1,4]thiazepan-6-ylcarbamoyl]-phenyl} ester

ID: ALA1160754

PubChem CID: 44330307

Max Phase: Preclinical

Molecular Formula: C21H25N2O6PS

Molecular Weight: 464.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CSCCN(CCCc2ccccc2)C1=O)c1ccc(OP(=O)(O)O)cc1

Standard InChI:  InChI=1S/C21H25N2O6PS/c24-20(17-8-10-18(11-9-17)29-30(26,27)28)22-19-15-31-14-13-23(21(19)25)12-4-7-16-5-2-1-3-6-16/h1-3,5-6,8-11,19H,4,7,12-15H2,(H,22,24)(H2,26,27,28)/t19-/m0/s1

Standard InChI Key:  VPJSDPAJWQWRCV-IBGZPJMESA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
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    2.0292   -5.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -5.1292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -4.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -5.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4042   -7.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1667   -6.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042   -6.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3417   -8.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -5.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -3.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417   -3.2917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -6.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2667   -5.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -6.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5083   -5.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -5.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125   -5.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125   -4.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -6.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8833   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -4.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -5.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  6
  4  5  1  0
  5  7  1  0
  6  2  1  0
  7 16  2  0
  8  1  1  0
  9  1  1  0
 10  1  1  0
 11  1  2  0
 12  2  2  0
 13  5  2  0
 14 17  1  0
 15 19  2  0
 16 20  1  0
 17  3  1  0
 18 10  1  0
 19 18  1  0
 20 18  2  0
 21  6  1  0
 22  6  1  0
 23 26  1  0
 24 21  1  0
 25 14  1  0
 26 24  1  0
 27 23  2  0
 28 23  1  0
 29 28  2  0
 30 27  1  0
 31 29  1  0
 15  7  1  0
 25 22  1  0
 30 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160754

   [4-[[(6R)-5-oxo-4-(3-phenylpropyl)-1,4-thiazepan-6-yl]carbamoyl]phenyl] dihydrogen phosphate

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: 464.48

Molecular Weight (Monoisotopic): 464.1171

AlogP: 2.46

#Rotatable Bonds: 8

Polar Surface Area: 116.17

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.78

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: -0.87

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -0.53

References

1. Lange G, Lesuisse D, Deprez P, Schoot B, Loenze P, Bénard D, Marquette JP, Broto P, Sarubbi E, Mandine E..  (2002)  Principles governing the binding of a class of non-peptidic inhibitors to the SH2 domain of src studied by X-ray analysis.,  45  (14): [PMID:12086479] [10.1021/jm0110800]

Source

Source(1):

• Scientific Literature