ID: ALA4778960

Max Phase: Preclinical

Molecular Formula: C26H35N5O4S2

Molecular Weight: 545.73

Molecule Type: Unknown

Representations

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

Standard InChI:  InChI=1S/C26H35N5O4S2/c27-20-9-10-36-37-16-23(26(35)30-14-19-4-2-1-3-18(19)12-24(28)33)31-25(34)13-21(29-15-20)11-17-5-7-22(32)8-6-17/h1-8,20-21,23,29,32H,9-16,27H2,(H2,28,33)(H,30,35)(H,31,34)/t20-,21-,23-/m0/s1

Standard InChI Key:  PNPDDZCWSSGLNJ-FUDKSRODSA-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: 545.73

Molecular Weight (Monoisotopic): 545.2130

AlogP: 1.22

#Rotatable Bonds: 7

Polar Surface Area: 159.57

Molecular Species: BASE

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa: 9.85

CX LogP: -0.30

CX LogD: -1.73

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: 0.40

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