ID: ALA4744066

Max Phase: Preclinical

Molecular Formula: C26H33N3O5S2

Molecular Weight: 531.70

Molecule Type: Unknown

Representations

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

Standard InChI:  InChI=1S/C26H33N3O5S2/c30-22-9-7-18(8-10-22)13-21-15-24(31)29-23(17-36-35-12-4-3-11-27-21)26(34)28-16-20-6-2-1-5-19(20)14-25(32)33/h1-2,5-10,21,23,27,30H,3-4,11-17H2,(H,28,34)(H,29,31)(H,32,33)/t21-,23-/m0/s1

Standard InChI Key:  PQLKIXHAJNOYFQ-GMAHTHKFSA-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: 531.70

Molecular Weight (Monoisotopic): 531.1862

AlogP: 2.89

#Rotatable Bonds: 7

Polar Surface Area: 127.76

Molecular Species: ZWITTERION

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.18

CX Basic pKa: 8.67

CX LogP: 0.01

CX LogD: -0.01

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: 0.62

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