ID: ALA5194560

Max Phase: Preclinical

Molecular Formula: C32H45N9O4

Molecular Weight: 619.77

Representations

Canonical SMILES:  CCCC[C@@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](N)Cc1ccccc1)C(=O)N[C@H](CCCNC(=N)N)C(N)=O

Standard InChI:  InChI=1S/C32H45N9O4/c1-2-3-13-26(30(44)39-25(28(34)42)15-9-16-37-32(35)36)40-31(45)27(18-21-19-38-24-14-8-7-12-22(21)24)41-29(43)23(33)17-20-10-5-4-6-11-20/h4-8,10-12,14,19,23,25-27,38H,2-3,9,13,15-18,33H2,1H3,(H2,34,42)(H,39,44)(H,40,45)(H,41,43)(H4,35,36,37)/t23-,25-,26-,27-/m1/s1

Standard InChI Key:  GNBUFWLURNISOC-MIRJVGOZSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 619.77

Molecular Weight (Monoisotopic): 619.3595

AlogP: 0.67

#Rotatable Bonds: 18

Polar Surface Area: 234.10

Molecular Species: BASE

HBA: 6

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.13

CX Basic pKa: 11.80

CX LogP: 0.51

CX LogD: -1.98

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.06

Np Likeness Score: 0.10

References

1. Stefanucci A, Della Valle A, Scioli G, Marinaccio L, Pieretti S, Minosi P, Szucs E, Benyhe S, Masci D, Tanguturi P, Chou K, Barlow D, Houseknecht K, Streicher JM, Mollica A..  (2022)  Discovery of κ Opioid Receptor (KOR)-Selective d-Tetrapeptides with Improved In Vivo Antinociceptive Effect after Peripheral Administration.,  13  (11.0): [PMID:36385929] [10.1021/acsmedchemlett.2c00237]

Source

Source(1):

• Scientific Literature