1N-[4-cyclopropylmethyl-10-methoxy-13-methyl-14-oxo-(13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-17-yl]-4-(4-nitrophenyl)-(Z)-2-butenamide

ID: ALA327111

PubChem CID: 44337160

Max Phase: Preclinical

Molecular Formula: C31H33N3O6

Molecular Weight: 543.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@@]1(C)C(=O)CC[C@@]4(NC(=O)/C=C/c5ccc([N+](=O)[O-])cc5)C(C2)N(CC2CC2)CCC314

Standard InChI:  InChI=1S/C31H33N3O6/c1-29-25(35)13-14-31(32-26(36)12-7-19-5-9-22(10-6-19)34(37)38)24-17-21-8-11-23(39-2)28(40-29)27(21)30(29,31)15-16-33(24)18-20-3-4-20/h5-12,20,24H,3-4,13-18H2,1-2H3,(H,32,36)/b12-7+/t24?,29-,30?,31+/m0/s1

Standard InChI Key:  GRBDXJJTUGORBA-BLGOHELNSA-N

Molfile:  

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M  CHG  2   9   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA327111

   (E)-N-[(4aS,7aR)-3-(cyclopropylmethyl)-9-methoxy-7a-methyl-7-oxo-1,2,4,5,6,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-4a-yl]-3-(4-nitrophenyl)prop-2-enamide

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: 543.62

Molecular Weight (Monoisotopic): 543.2369

AlogP: 3.96

#Rotatable Bonds: 7

Polar Surface Area: 111.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.48

CX LogP: 4.26

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: 0.35

References

1. Sebastian A, Bidlack JM, Jiang Q, Deecher D, Teitler M, Glick SD, Archer S..  (1993)  14 beta-[(p-nitrocinnamoyl)amino]morphinones, 14 beta-[(p-nitrocinnamoyl)amino]-7,8-dihydromorphinones, and their codeinone analogues: synthesis and receptor activity.,  36  (21): [PMID:7693944] [10.1021/jm00073a015]

Source

Source(1):

• Scientific Literature