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

ID: ALA4520253

Chembl Id: CHEMBL4520253

PubChem CID: 155542250

Max Phase: Preclinical

Molecular Formula: C31H36F3N3O4

Molecular Weight: 571.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(C)(C)NC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c2cccc(C(=O)NCCC(F)(F)F)c2)c1

Standard InChI:  InChI=1S/C31H36F3N3O4/c1-30(2,24-13-8-14-25(19-24)41-3)36-20-27(38)26(17-21-9-5-4-6-10-21)37-29(40)23-12-7-11-22(18-23)28(39)35-16-15-31(32,33)34/h4-14,18-19,26-27,36,38H,15-17,20H2,1-3H3,(H,35,39)(H,37,40)/t26-,27+/m0/s1

Standard InChI Key:  XORQURWQFSWNRT-RRPNLBNLSA-N

Alternative Forms

1. Parent:

   

   ALA4520253

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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: 571.64

Molecular Weight (Monoisotopic): 571.2658

AlogP: 4.60

#Rotatable Bonds: 13

Polar Surface Area: 99.69

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.87

CX Basic pKa: 8.85

CX LogP: 4.12

CX LogD: 2.67

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: -0.60

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