ID: ALA4753417

Max Phase: Preclinical

Molecular Formula: C26H32FN5O4S2

Molecular Weight: 561.71

Molecule Type: Unknown

Representations

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

Standard InChI:  InChI=1S/C26H32FN5O4S2/c27-19-7-5-16(6-8-19)11-20-13-24(34)32-22(15-38-37-10-9-21(28)25(35)31-20)26(36)30-14-18-4-2-1-3-17(18)12-23(29)33/h1-8,20-22H,9-15,28H2,(H2,29,33)(H,30,36)(H,31,35)(H,32,34)/t20-,21-,22-/m0/s1

Standard InChI Key:  GJJTWAFBWKFYRF-FKBYEOEOSA-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: 561.71

Molecular Weight (Monoisotopic): 561.1880

AlogP: 1.18

#Rotatable Bonds: 7

Polar Surface Area: 156.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.13

CX Basic pKa: 8.41

CX LogP: 0.28

CX LogD: -0.77

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: 0.06

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