(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[(2-acetamidoacetyl)amino]acetyl]amino]-3-methyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-3-methyl-butanoyl]amino]-5-amino-5-oxo-pentanoyl]-N-(2-amino-2-oxo-ethyl)pyrrolidine-2-carboxamide

ID: ALA5273961

Chembl Id: CHEMBL5273961

Max Phase: Preclinical

Molecular Formula: C34H58N10O10

Molecular Weight: 766.90

Names and Identifiers

Canonical SMILES:  CC(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O)C(C)C)C(C)C

Standard InChI:  InChI=1S/C34H58N10O10/c1-17(2)13-22(41-32(52)28(18(3)4)42-27(49)16-38-26(48)15-37-20(7)45)30(50)43-29(19(5)6)33(53)40-21(10-11-24(35)46)34(54)44-12-8-9-23(44)31(51)39-14-25(36)47/h17-19,21-23,28-29H,8-16H2,1-7H3,(H2,35,46)(H2,36,47)(H,37,45)(H,38,48)(H,39,51)(H,40,53)(H,41,52)(H,42,49)(H,43,50)/t21-,22-,23-,28-,29-/m0/s1

Standard InChI Key:  NDPADCCZGDCKQN-ZYISVJEGSA-N

Alternative Forms

1. Parent:

   

   ALA5273961

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 766.90

Molecular Weight (Monoisotopic): 766.4337

AlogP: -3.61

#Rotatable Bonds: 22

Polar Surface Area: 310.19

Molecular Species: NEUTRAL

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.70

CX Basic pKa: ┄

CX LogP: -4.89

CX LogD: -4.89

Aromatic Rings: ┄

Heavy Atoms: 54

QED Weighted: 0.05

Np Likeness Score: -0.45

References

1. Di Micco S, Rahimova R, Sala M, Scala MC, Vivenzio G, Musella S, Andrei G, Remans K, Mammri L, Snoeck R, Bifulco G, Di Matteo F, Vestuto V, Campiglia P, Márquez JA, Fasano A..  (2022)  Rational design of the zonulin inhibitor AT1001 derivatives as potential anti SARS-CoV-2.,  244  [PMID:36332548] [10.1016/j.ejmech.2022.114857]

Source

Source(1):

• Scientific Literature