6-Methyl-4-{3-methyl-2-[3-methyl-2-(3-methyl-butyrylamino)-butyrylamino]-butyrylamino}-3-oxo-heptanoic acid [1-(3-methyl-butylcarbamoyl)-ethyl]-amide

ID: ALA3392099

PubChem CID: 101589415

Max Phase: Preclinical

Molecular Formula: C31H57N5O6

Molecular Weight: 595.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](C)NC(=O)CC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC(C)C)C(C)C)C(C)C

Standard InChI:  InChI=1S/C31H57N5O6/c1-17(2)12-13-32-29(40)22(11)33-26(39)16-24(37)23(14-18(3)4)34-30(41)28(21(9)10)36-31(42)27(20(7)8)35-25(38)15-19(5)6/h17-23,27-28H,12-16H2,1-11H3,(H,32,40)(H,33,39)(H,34,41)(H,35,38)(H,36,42)/t22-,23-,27-,28-/m0/s1

Standard InChI Key:  COWSGJQEDUJBDF-GOUQPXDXSA-N

Molfile:  

     RDKit          2D

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  5 25  1  1
  8 26  1  6
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 15 30  1  1
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 36 35  1  0
 37 28  1  0
 38 28  1  0
 39 29  1  0
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 42 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392099

   (4S)-6-methyl-N-[(2S)-1-(3-methylbutylamino)-1-oxopropan-2-yl]-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]-3-oxoheptanamide

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: 595.83

Molecular Weight (Monoisotopic): 595.4309

AlogP: 2.47

#Rotatable Bonds: 19

Polar Surface Area: 162.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: -0.14

References

1. Agarwal NS, Rich DH..  (1986)  Inhibition of cathepsin D by substrate analogues containing statine and by analogues of pepstatin.,  29  (12): [PMID:3783611] [10.1021/jm00162a015]

Source

Source(1):

• Scientific Literature