(E)-(1R,4S,5R,9R,11S,12S)-5-Isopropyl-1-methoxy-8,12-dimethyl-11-[(E)-3-(1-methyl-1H-imidazol-4-yl)-acryloyloxy]-15-oxa-tricyclo[10.2.1.0*4,9*]pentadeca-2,7,13-triene-2-carboxylic acid ethyl ester

ID: ALA370430

PubChem CID: 10459477

Max Phase: Preclinical

Molecular Formula: C30H40N2O6

Molecular Weight: 524.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=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/C30H40N2O6/c1-8-36-28(34)25-15-24-22(19(2)3)11-9-20(4)23(24)16-26(29(5)13-14-30(25,35-7)38-29)37-27(33)12-10-21-17-32(6)18-31-21/h9-10,12-15,17-19,22-24,26H,8,11,16H2,1-7H3/b12-10+,25-15-/t22-,23+,24-,26+,29+,30-/m1/s1

Standard InChI Key:  QLJUEJCLXJTMEV-PFFRIHNDSA-N

Molfile:  

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  3 39  1  1
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  6 14  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA370430

   ethyl (1R,2E,4S,5R,9R,11S,12S)-1-methoxy-8,12-dimethyl-11-[(E)-3-(1-methylimidazol-4-yl)prop-2-enoyl]oxy-5-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-2,7,13-triene-2-carboxylate

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: 524.66

Molecular Weight (Monoisotopic): 524.2886

AlogP: 4.78

#Rotatable Bonds: 7

Polar Surface Area: 88.88

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 5.68

CX LogD: 5.67

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: 2.09

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