2-(5-Carboxymethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-phenyl-butyric acid

ID: ALA3350310

PubChem CID: 13375127

Max Phase: Preclinical

Molecular Formula: C21H22N2O5S

Molecular Weight: 414.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CN1C(=O)[C@@H](N[C@H](CCc2ccccc2)C(=O)O)CSc2ccccc21

Standard InChI:  InChI=1S/C21H22N2O5S/c24-19(25)12-23-17-8-4-5-9-18(17)29-13-16(20(23)26)22-15(21(27)28)11-10-14-6-2-1-3-7-14/h1-9,15-16,22H,10-13H2,(H,24,25)(H,27,28)/t15-,16+/m1/s1

Standard InChI Key:  UWIKUJFVCXNPLG-CVEARBPZSA-N

Molfile:  

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    6.8775   -3.7476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8918   -2.8231    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5362   -2.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0608   -0.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2921   -0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -4.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -3.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8817    0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380   -0.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0567    0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  1  1  0
  3  5  1  6
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  9 16  1  6
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 23 20  1  0
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 11  6  1  0
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 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3350310

   (2R)-2-[[(3R)-5-(carboxymethyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl]amino]-4-phenylbutanoic acid

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: 414.48

Molecular Weight (Monoisotopic): 414.1249

AlogP: 2.25

#Rotatable Bonds: 8

Polar Surface Area: 106.94

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.89

CX Basic pKa: 7.59

CX LogP: -0.07

CX LogD: -3.32

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.39

References

1. Slade J, Stanton JL, Ben-David D, Mazzenga GC..  (1985)  Angiotensin converting enzyme inhibitors: 1,5-benzothiazepine derivatives.,  28  (10): [PMID:2995670] [10.1021/jm00148a024]

Source

Source(1):

• Scientific Literature