N1-(cyclopropylmethyl)-N3-((2S,3R)-3-hydroxy-4-(2-(3-methoxyphenyl)propan-2-ylamino)-1-phenylbutan-2-yl)-5-(piperidin-1-yl)isophthalamide

ID: ALA4555241

Chembl Id: CHEMBL4555241

PubChem CID: 155556535

Max Phase: Preclinical

Molecular Formula: C37H48N4O4

Molecular Weight: 612.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(C)(C)NC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c2cc(C(=O)NCC3CC3)cc(N3CCCCC3)c2)c1

Standard InChI:  InChI=1S/C37H48N4O4/c1-37(2,30-13-10-14-32(23-30)45-3)39-25-34(42)33(19-26-11-6-4-7-12-26)40-36(44)29-20-28(35(43)38-24-27-15-16-27)21-31(22-29)41-17-8-5-9-18-41/h4,6-7,10-14,20-23,27,33-34,39,42H,5,8-9,15-19,24-25H2,1-3H3,(H,38,43)(H,40,44)/t33-,34+/m0/s1

Standard InChI Key:  JPXZSPXKQLJMSO-SZAHLOSFSA-N

Alternative Forms

1. Parent:

   

   ALA4555241

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 612.82

Molecular Weight (Monoisotopic): 612.3676

AlogP: 5.05

#Rotatable Bonds: 14

Polar Surface Area: 102.93

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.92

CX Basic pKa: 8.85

CX LogP: 5.20

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.20

Np Likeness Score: -0.69

References

1. Zogota R, Kinena L, Withers-Martinez C, Blackman MJ, Bobrovs R, Pantelejevs T, Kanepe-Lapsa I, Ozola V, Jaudzems K, Suna E, Jirgensons A..  (2019)  Peptidomimetic plasmepsin inhibitors with potent anti-malarial activity and selectivity against cathepsin D.,  163  [PMID:30529637] [10.1016/j.ejmech.2018.11.068]

Source

Source(1):

• Scientific Literature