ID: ALA4762305

Max Phase: Preclinical

Molecular Formula: C26H33N5O5S2

Molecular Weight: 559.71

Molecule Type: Unknown

Representations

Canonical SMILES:  NC(=O)Cc1ccccc1CNC(=O)[C@@H]1CSSCC[C@H](N)C(=O)N[C@@H](Cc2ccc(O)cc2)CC(=O)N1

Standard InChI:  InChI=1S/C26H33N5O5S2/c27-21-9-10-37-38-15-22(26(36)29-14-18-4-2-1-3-17(18)12-23(28)33)31-24(34)13-19(30-25(21)35)11-16-5-7-20(32)8-6-16/h1-8,19,21-22,32H,9-15,27H2,(H2,28,33)(H,29,36)(H,30,35)(H,31,34)/t19-,21-,22-/m0/s1

Standard InChI Key:  JKNRQSGWJJMJKL-BVSLBCMMSA-N

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

Properties

Molecular Weight: 559.71

Molecular Weight (Monoisotopic): 559.1923

AlogP: 0.75

#Rotatable Bonds: 7

Polar Surface Area: 176.64

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.49

CX Basic pKa: 8.38

CX LogP: -0.39

CX LogD: -1.22

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.27

Np Likeness Score: 0.44

References

1. Barlow, Nicholas, Vanga, Sudarsana Reddy, Savmarker, Jonas, Sandstrom, Anja, Burns, Peta, Hallberg, Anders, Aqvist, Johan, Gutierrez-de-Teran, Hugo, Hallberg, Mathias, Larhed, Mats, Chai, Siew Yeen, Thompson, Philip E..  (2020)  Macrocyclic peptidomimetics as inhibitors of insulin-regulated aminopeptidase (IRAP),  11  (2): [PMID:33479630] [10.1039/c9md00485h]

Source

Source(1):

• Scientific Literature