(S)-3-(3-(4-(cyclohexanecarbonyl)piperazin-1-yl)-2-(2',4'-dimethoxybiphenyl-3-ylsulfonamido)-3-oxopropyl)benzimidamide

ID: ALA5171112

Chembl Id: CHEMBL5171112

PubChem CID: 168270344

Max Phase: Preclinical

Molecular Formula: C35H43N5O6S

Molecular Weight: 661.83

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cccc(S(=O)(=O)N[C@@H](Cc3cccc(C(=N)N)c3)C(=O)N3CCN(C(=O)C4CCCCC4)CC3)c2)c(OC)c1

Standard InChI:  InChI=1S/C35H43N5O6S/c1-45-28-14-15-30(32(23-28)46-2)26-11-7-13-29(22-26)47(43,44)38-31(21-24-8-6-12-27(20-24)33(36)37)35(42)40-18-16-39(17-19-40)34(41)25-9-4-3-5-10-25/h6-8,11-15,20,22-23,25,31,38H,3-5,9-10,16-19,21H2,1-2H3,(H3,36,37)/t31-/m0/s1

Standard InChI Key:  LNNWDFRSVZFSAT-HKBQPEDESA-N

Alternative Forms

1. Parent:

   

   ALA5171112

   ---

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: 661.83

Molecular Weight (Monoisotopic): 661.2934

AlogP: 3.80

#Rotatable Bonds: 11

Polar Surface Area: 155.12

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.02

CX Basic pKa: 11.47

CX LogP: 3.21

CX LogD: 1.30

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.21

Np Likeness Score: -0.92

References

1. Pilgram O, Keils A, Benary GE, Müller J, Merkl S, Ngaha S, Huber S, Chevillard F, Harbig A, Magdolen V, Heine A, Böttcher-Friebertshäuser E, Steinmetzer T..  (2022)  Improving the selectivity of 3-amidinophenylalanine-derived matriptase inhibitors.,  238  [PMID:35635944] [10.1016/j.ejmech.2022.114437]

Source

Source(1):

• Scientific Literature