6-(3-Methyl-thioureido)-2-[2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-hexanoic acid (1-cyclohexylmethyl-2,4-dihydroxy-hexyl)-amide

ID: ALA418948

Chembl Id: CHEMBL418948

PubChem CID: 44322086

Max Phase: Preclinical

Molecular Formula: C34H58N6O7S2

Molecular Weight: 727.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](O)C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](CCCC/N=C(\S)NC)NC(=O)[C@H](Cc1ccccc1)NS(=O)(=O)N1CCOCC1

Standard InChI:  InChI=1S/C34H58N6O7S2/c1-3-27(41)24-31(42)29(22-25-12-6-4-7-13-25)38-32(43)28(16-10-11-17-36-34(48)35-2)37-33(44)30(23-26-14-8-5-9-15-26)39-49(45,46)40-18-20-47-21-19-40/h5,8-9,14-15,25,27-31,39,41-42H,3-4,6-7,10-13,16-24H2,1-2H3,(H,37,44)(H,38,43)(H2,35,36,48)/t27-,28-,29-,30-,31-/m0/s1

Standard InChI Key:  UFJYUSGISGEOOF-QKUYTOGTSA-N

Alternative Forms

1. Parent:

   

   ALA418948

   (2S)-N-[(2S,3S,5S)-1-cyclohexyl-3,5-dihydroxyheptan-2-yl]-6-(methylcarbamothioylamino)-2-[[(2S)-2-(morpholin-4-ylsulfonylamino)-3-phenylpropanoyl]amino]hexanamide

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: 727.01

Molecular Weight (Monoisotopic): 726.3808

AlogP: 1.90

#Rotatable Bonds: 20

Polar Surface Area: 181.69

Molecular Species: ZWITTERION

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.80

CX Basic pKa: 14.94

CX LogP: 2.93

CX LogD: 2.92

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.05

Np Likeness Score: -0.07

References

1. Rao CM, Scarborough PE, Kay J, Batley B, Rapundalo S, Klutchko S, Taylor MD, Lunney EA, Humblet CC, Dunn BM..  (1993)  Specificity in the binding of inhibitors to the active site of human/primate aspartic proteinases: analysis of P2-P1-P1'-P2' variation.,  36  (18): [PMID:8410973] [10.1021/jm00070a004]

Source

Source(1):

• Scientific Literature