(E)-3-(1-Methyl-1H-imidazol-4-yl)-acrylic acid (E)-(1S,2S,4R,8R,9S,12R)-8-isopropyl-12-methoxy-1,5-dimethyl-11-methylcarbamoyl-15-oxa-tricyclo[10.2.1.0*4,9*]pentadeca-5,10,13-trien-2-yl ester

ID: ALA363201

PubChem CID: 10815550

Max Phase: Preclinical

Molecular Formula: C29H39N3O5

Molecular Weight: 509.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)/C1=C/[C@@H]2[C@@H](C(C)C)CC=C(C)[C@@H]2C[C@H](OC(=O)/C=C/c2cn(C)cn2)[C@]2(C)C=C[C@@]1(OC)O2

Standard InChI:  InChI=1S/C29H39N3O5/c1-18(2)21-10-8-19(3)22-15-25(36-26(33)11-9-20-16-32(6)17-31-20)28(4)12-13-29(35-7,37-28)24(14-23(21)22)27(34)30-5/h8-9,11-14,16-18,21-23,25H,10,15H2,1-7H3,(H,30,34)/b11-9+,24-14-/t21-,22+,23-,25+,28+,29-/m1/s1

Standard InChI Key:  JGTVZDWLNNFQIC-RZQXXOGCSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA363201

   [(1S,2S,4R,8R,9S,10E,12R)-12-methoxy-1,5-dimethyl-11-(methylcarbamoyl)-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)prop-2-enoate

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: 509.65

Molecular Weight (Monoisotopic): 509.2890

AlogP: 3.96

#Rotatable Bonds: 6

Polar Surface Area: 91.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 4.36

CX LogD: 4.35

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.35

Np Likeness Score: 2.06

References

1. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

2. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

Source

Source(1):

• Scientific Literature