ID: ALA46809

Max Phase: Preclinical

Molecular Formula: C36H52N12O6

Molecular Weight: 748.89

Molecule Type: Small molecule

Representations

Synonyms (1): APC-1390
Synonyms from Alternative Forms(1):

Canonical SMILES:  N=C(N)Nc1ccc(CNC(=O)N2CCN(C(=O)O[C@H]3CCC[C@@H](OC(=O)N4CCN(C(=O)NCc5ccc(NC(=N)N)cc5)CC4)CCC3)CC2)cc1

Standard InChI:  InChI=1S/C36H52N12O6/c37-31(38)43-27-11-7-25(8-12-27)23-41-33(49)45-15-19-47(20-16-45)35(51)53-29-3-1-4-30(6-2-5-29)54-36(52)48-21-17-46(18-22-48)34(50)42-24-26-9-13-28(14-10-26)44-32(39)40/h7-14,29-30H,1-6,15-24H2,(H,41,49)(H,42,50)(H4,37,38,43)(H4,39,40,44)/t29-,30+

Standard InChI Key:  BYQFZIDMWZQLEL-RNPORBBMSA-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: 748.89

Molecular Weight (Monoisotopic): 748.4133

AlogP: 3.02

#Rotatable Bonds: 8

Polar Surface Area: 247.56

Molecular Species: BASE

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa: 10.59

CX LogP: 1.22

CX LogD: -3.36

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.14

Np Likeness Score: -0.48

References

1. Dener JM, Rice KD, Newcomb WS, Wang VR, Young WB, Gangloff AR, Kuo EY, Cregar L, Putnam D, Wong M..  (2001)  Dibasic inhibitors of human mast cell tryptase. Part 3: identification of a series of potent and selective inhibitors containing the benzamidine functionality.,  11  (13): [PMID:11425524] [10.1016/s0960-894x(01)00254-2]

2. Dener JM, Wang VR, Rice KD, Gangloff AR, Kuo EY, Newcomb WS, Putnam D, Wong M..  (2001)  Monocharged inhibitors of mast cell tryptase derived from potent and selective dibasic inhibitors.,  11  (17): [PMID:11527724] [10.1016/s0960-894x(01)00444-9]

3. Rice KD, Gangloff AR, Kuo EY, Dener JM, Wang VR, Lum R, Newcomb WS, Havel C, Putnam D, Cregar L, Wong M, Warne RL..  (2000)  Dibasic inhibitors of human mast cell tryptase. Part 1: synthesis and optimization of a novel class of inhibitors.,  10  (20): [PMID:11055355] [10.1016/s0960-894x(00)00484-4]

4. Rice KD, Wang VR, Gangloff AR, Kuo EY, Dener JM, Newcomb WS, Young WB, Putnam D, Cregar L, Wong M, Simpson PJ..  (2000)  Dibasic inhibitors of human mast cell tryptase. Part 2: structure-activity relationships and requirements for potent activity.,  10  (20): [PMID:11055356] [10.1016/s0960-894x(00)00485-6]

Source

Source(1):

• Scientific Literature