2-(N-((3S,3aR,6R,6aS)-6-(benzyloxy)hexahydrofuro[3,2-b]furan-3-yl)-2-(4-hydroxyphenyl)acetamido)-N-cyclohexyl-2-methylpropanamide

ID: ALA3943212

PubChem CID: 134146409

Max Phase: Preclinical

Molecular Formula: C31H40N2O6

Molecular Weight: 536.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C(=O)NC1CCCCC1)N(C(=O)Cc1ccc(O)cc1)[C@H]1CO[C@H]2[C@@H]1OC[C@H]2OCc1ccccc1

Standard InChI:  InChI=1S/C31H40N2O6/c1-31(2,30(36)32-23-11-7-4-8-12-23)33(27(35)17-21-13-15-24(34)16-14-21)25-19-38-29-26(20-39-28(25)29)37-18-22-9-5-3-6-10-22/h3,5-6,9-10,13-16,23,25-26,28-29,34H,4,7-8,11-12,17-20H2,1-2H3,(H,32,36)/t25-,26+,28+,29+/m0/s1

Standard InChI Key:  LQTIHFRFPTXZGH-WNOSTQBWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3943212

   ---

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

Calculated Properties

Molecular Weight: 536.67

Molecular Weight (Monoisotopic): 536.2886

AlogP: 3.74

#Rotatable Bonds: 9

Polar Surface Area: 97.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.51

Np Likeness Score: -0.07

References

1. Barros TG, Santos JAN, de Souza BEG, Sodero ACR, de Souza AMT, da Silva DP, Rodrigues CR, Pinheiro S, Dias LRS, Abrahim-Vieira B, Puzer L, Muri EMF..  (2017)  Discovery of a new isomannide-based peptidomimetic synthetized by Ugi multicomponent reaction as human tissue kallikrein 1 inhibitor.,  27  (2): [PMID:27914800] [10.1016/j.bmcl.2016.11.051]

Source

Source(1):

• Scientific Literature