(S)-N-((S)-1-amino-1-oxo-3-phenylpropan-2-yl)-1-((7S,10S,E)-7-(hydroxymethyl)-10-isobutyl-5,8-dioxo-1-(4-sulfamoylphenyl)-2-oxa-3,6,9-triazaundec-3-en-11-oyl)pyrrolidine-2-carboxamide

ID: ALA5290825

Max Phase: Preclinical

Molecular Formula: C32H43N7O9S

Molecular Weight: 701.80

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](CO)NC(=O)/C=N/OCc1ccc(S(N)(=O)=O)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C32H43N7O9S/c1-20(2)15-25(32(45)39-14-6-9-27(39)31(44)37-24(29(33)42)16-21-7-4-3-5-8-21)38-30(43)26(18-40)36-28(41)17-35-48-19-22-10-12-23(13-11-22)49(34,46)47/h3-5,7-8,10-13,17,20,24-27,40H,6,9,14-16,18-19H2,1-2H3,(H2,33,42)(H,36,41)(H,37,44)(H,38,43)(H2,34,46,47)/b35-17+/t24-,25-,26-,27-/m0/s1

Standard InChI Key:  ATFCNLVUGGJYEX-DHRBKSIMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5290825

   ---

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: 701.80

Molecular Weight (Monoisotopic): 701.2843

AlogP: -0.95

#Rotatable Bonds: 17

Polar Surface Area: 252.68

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.18

CX Basic pKa: ┄

CX LogP: -0.23

CX LogD: -0.23

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.09

Np Likeness Score: -0.56

References

1. Kugler M, Hadzima M, Dzijak R, Rampmaier R, Srb P, Vrzal L, Voburka Z, Majer P, Řezáčová P, Vrabel M..  (2023)  Identification of specific carbonic anhydrase inhibitors via in situ click chemistry, phage-display and synthetic peptide libraries: comparison of the methods and structural study.,  14  (1): [PMID:36760748] [10.1039/d2md00330a]

Source

Source(1):

• Scientific Literature