ID: ALA4789637

Max Phase: Preclinical

Molecular Formula: C27H33N5O7

Molecular Weight: 539.59

Molecule Type: Unknown

Representations

Canonical SMILES:  N[C@@H]1CNC(=O)CC[C@@H](C(=O)NCc2ccccc2CC(=O)O)NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O

Standard InChI:  InChI=1S/C27H33N5O7/c28-21-15-29-23(34)10-9-22(27(39)30-14-18-4-2-1-3-17(18)12-25(36)37)32-24(35)13-19(31-26(21)38)11-16-5-7-20(33)8-6-16/h1-8,19,21-22,33H,9-15,28H2,(H,29,34)(H,30,39)(H,31,38)(H,32,35)(H,36,37)/t19-,21+,22-/m0/s1

Standard InChI Key:  LHEAVDTVJWSJOW-NNWRFLSQSA-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: 539.59

Molecular Weight (Monoisotopic): 539.2380

AlogP: -0.52

#Rotatable Bonds: 7

Polar Surface Area: 199.95

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.22

CX Basic pKa: 7.41

CX LogP: -3.16

CX LogD: -3.41

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: 0.28

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