ID: ALA379586

Max Phase: Preclinical

Molecular Formula: C36H54N8O4S

Molecular Weight: 694.95

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)c1cc(C(C)C)c(S(=O)(=O)N[C@@H](Cc2cccc(C(=N)N)c2)C(=O)N2CCN(C(=O)C3CCN(C(=N)N)CC3)CC2)c(C(C)C)c1

Standard InChI:  InChI=1S/C36H54N8O4S/c1-22(2)28-20-29(23(3)4)32(30(21-28)24(5)6)49(47,48)41-31(19-25-8-7-9-27(18-25)33(37)38)35(46)43-16-14-42(15-17-43)34(45)26-10-12-44(13-11-26)36(39)40/h7-9,18,20-24,26,31,41H,10-17,19H2,1-6H3,(H3,37,38)(H3,39,40)/t31-/m0/s1

Standard InChI Key:  KSEVHDWJTMMENT-HKBQPEDESA-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: 694.95

Molecular Weight (Monoisotopic): 694.3989

AlogP: 3.51

#Rotatable Bonds: 11

Polar Surface Area: 189.77

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.54

CX Basic pKa: 12.24

CX LogP: 3.02

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.18

Np Likeness Score: -0.78

References

1. Steinmetzer T, Schweinitz A, Stürzebecher A, Dönnecke D, Uhland K, Schuster O, Steinmetzer P, Müller F, Friedrich R, Than ME, Bode W, Stürzebecher J..  (2006)  Secondary amides of sulfonylated 3-amidinophenylalanine. New potent and selective inhibitors of matriptase.,  49  (14): [PMID:16821772] [10.1021/jm051272l]

2. Franco FM, Jones DE, Harris PK, Han Z, Wildman SA, Jarvis CM, Janetka JW..  (2015)  Structure-based discovery of small molecule hepsin and HGFA protease inhibitors: Evaluation of potency and selectivity derived from distinct binding pockets.,  23  (10): [PMID:25882520] [10.1016/j.bmc.2015.03.072]

Source

Source(1):

• Scientific Literature