ID: ALA2324202

Max Phase: Preclinical

Molecular Formula: C37H45N9O9

Molecular Weight: 759.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1ccc2ccccc2c1)[C@@H](O)C(=O)NO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(=O)O)C(N)=O

Standard InChI:  InChI=1S/C37H45N9O9/c38-32(50)27(13-14-30(47)48)43-35(53)29(18-23-19-42-26-9-4-3-8-24(23)26)45-34(52)28(10-5-15-41-37(39)40)44-33(51)25(31(49)36(54)46-55)17-20-11-12-21-6-1-2-7-22(21)16-20/h1-4,6-9,11-12,16,19,25,27-29,31,42,49,55H,5,10,13-15,17-18H2,(H2,38,50)(H,43,53)(H,44,51)(H,45,52)(H,46,54)(H,47,48)(H4,39,40,41)/t25-,27+,28+,29+,31-/m1/s1

Standard InChI Key:  BHQDUEIUHBHLON-GXPIJPPGSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 759.82

Molecular Weight (Monoisotopic): 759.3340

AlogP: -0.34

#Rotatable Bonds: 20

Polar Surface Area: 314.94

Molecular Species: ZWITTERION

HBA: 9

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.11

CX Basic pKa: 12.17

CX LogP: -2.39

CX LogD: -2.41

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.02

Np Likeness Score: 0.23

References

1. Abdul-Hay SO, Lane AL, Caulfield TR, Claussin C, Bertrand J, Masson A, Choudhry S, Fauq AH, Maharvi GM, Leissring MA..  (2013)  Optimization of peptide hydroxamate inhibitors of insulin-degrading enzyme reveals marked substrate-selectivity.,  56  (6): [PMID:23437776] [10.1021/jm301280p]

Source

Source(1):

• Scientific Literature