(4S,7S,10aS)-4-[[(2S)-2-[[(1S)-2-[[(4S,7S,10aS)-7-carboxy-5-oxo-2,3,4,7,8,9,10,10a-octahydropyrido[2,1-b][1,3]thiazepin-4-yl]amino]-1-benzyl-2-oxo-ethyl]disulfanyl]-3-phenyl-propanoyl]amino]-5-oxo-2,3,4,7,8,9,10,10a-octahydropyrido[2,1-b][1,3]thiazepine-7-carboxylic acid

ID: ALA4294217

PubChem CID: 145994098

Max Phase: Preclinical

Molecular Formula: C38H46N4O8S4

Molecular Weight: 815.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CCS[C@H]2CCC[C@@H](C(=O)O)N2C1=O)[C@H](Cc1ccccc1)SS[C@@H](Cc1ccccc1)C(=O)N[C@H]1CCS[C@H]2CCC[C@@H](C(=O)O)N2C1=O

Standard InChI:  InChI=1S/C38H46N4O8S4/c43-33(39-25-17-19-51-31-15-7-13-27(37(47)48)41(31)35(25)45)29(21-23-9-3-1-4-10-23)53-54-30(22-24-11-5-2-6-12-24)34(44)40-26-18-20-52-32-16-8-14-28(38(49)50)42(32)36(26)46/h1-6,9-12,25-32H,7-8,13-22H2,(H,39,43)(H,40,44)(H,47,48)(H,49,50)/t25-,26-,27-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  AFPQGXPNGGHYHA-ALERXTORSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4294217

   ---

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: 815.07

Molecular Weight (Monoisotopic): 814.2198

AlogP: 4.42

#Rotatable Bonds: 13

Polar Surface Area: 173.42

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.30

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: -2.42

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.21

Np Likeness Score: -0.09

References

1. Cozier GE, Arendse LB, Schwager SL, Sturrock ED, Acharya KR..  (2018)  Molecular Basis for Multiple Omapatrilat Binding Sites within the ACE C-Domain: Implications for Drug Design.,  61  (22): [PMID:30372620] [10.1021/acs.jmedchem.8b01309]

2. Roth L,Gotsbacher MP,Codd R.  (2020)  Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors.,  63  (20.0): [PMID:32940035] [10.1021/acs.jmedchem.0c01541]

Source

Source(1):

• Scientific Literature