(R)-1-(11,15-dimethoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11,18-tetraen-16-yl)ethyl isothiocyanate

ID: ALA3038196

PubChem CID: 14760003

Max Phase: Preclinical

Molecular Formula: C24H28N2O3S

Molecular Weight: 424.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@H]1[C@@]4(OC)C=C[C@@]5(C[C@@H]4[C@@H](C)N=C=S)[C@@H](C2)N(C)CC[C@]315

Standard InChI:  InChI=1S/C24H28N2O3S/c1-14(25-13-30)16-12-22-7-8-24(16,28-4)21-23(22)9-10-26(2)18(22)11-15-5-6-17(27-3)20(29-21)19(15)23/h5-8,14,16,18,21H,9-12H2,1-4H3/t14-,16-,18-,21-,22-,23+,24-/m1/s1

Standard InChI Key:  XVYDBKXHAQVZDF-QHJTZBTLSA-N

Molfile:  

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    4.7581   -6.1273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3038196

   (1R,2S,6R,14R,15R,19R)-19-[(1R)-1-isothiocyanatoethyl]-11,15-dimethoxy-5-methyl-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11,16-tetraene

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: 424.57

Molecular Weight (Monoisotopic): 424.1821

AlogP: 3.41

#Rotatable Bonds: 4

Polar Surface Area: 43.29

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.11

CX LogP: 3.23

CX LogD: 1.52

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: 1.53

References

1. Klein P, Nelson WL, Yao YH, Simon EJ..  (1990)  Electrophilic alpha-methylene-gamma-lactone and isothiocyanate opioid ligands related to etorphine.,  33  (8): [PMID:2165166] [10.1021/jm00170a038]

Source

Source(1):

• Scientific Literature