(S)-3-((3S,6S)-3-((2S,3S)-2-acetamido-3-methylpentanamido)-4-oxo-1,2,3,4,6,7-hexahydroazepino[3,2,1-hi]indole-6-carboxamido)-4-(benzo[d]thiazol-2-yl)-4-oxobutanoic acid

ID: ALA436855

PubChem CID: 44453636

Max Phase: Preclinical

Molecular Formula: C32H35N5O7S

Molecular Weight: 633.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@H]1CCc2cccc3c2N(C1=O)[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)c1nc2ccccc2s1)C3

Standard InChI:  InChI=1S/C32H35N5O7S/c1-4-16(2)26(33-17(3)38)30(43)34-21-13-12-18-8-7-9-19-14-23(37(27(18)19)32(21)44)29(42)35-22(15-25(39)40)28(41)31-36-20-10-5-6-11-24(20)45-31/h5-11,16,21-23,26H,4,12-15H2,1-3H3,(H,33,38)(H,34,43)(H,35,42)(H,39,40)/t16-,21-,22-,23-,26-/m0/s1

Standard InChI Key:  FYVRQGPULACGDC-JAEJYZBISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA436855

   (3S)-3-[[(2S,11S)-11-[[(2S,3S)-2-acetamido-3-methylpentanoyl]amino]-12-oxo-1-azatricyclo[6.4.1.04,13]trideca-4,6,8(13)-triene-2-carbonyl]amino]-4-(1,3-benzothiazol-2-yl)-4-oxobutanoic 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: 633.73

Molecular Weight (Monoisotopic): 633.2257

AlogP: 2.38

#Rotatable Bonds: 11

Polar Surface Area: 174.87

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: -0.79

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.23

Np Likeness Score: -0.48

References

1. Maryanoff BE, Costanzo MJ..  (2008)  Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.,  16  (4): [PMID:18053726] [10.1016/j.bmc.2007.11.015]

Source

Source(1):

• Scientific Literature