(S)-1-(3-cyclopropylmethyl-11,15-dimethoxy-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: ALA3038198

PubChem CID: 73355827

Max Phase: Preclinical

Molecular Formula: C27H32N2O3S

Molecular Weight: 464.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@@H]1[C@]34CCN(CC3CC3)[C@H](C2)[C@]42C=C[C@@]1(OC)C([C@H](C)N=C=S)C2

Standard InChI:  InChI=1S/C27H32N2O3S/c1-16(28-15-33)19-13-25-8-9-27(19,31-3)24-26(25)10-11-29(14-17-4-5-17)21(25)12-18-6-7-20(30-2)23(32-24)22(18)26/h6-9,16-17,19,21,24H,4-5,10-14H2,1-3H3/t16-,19?,21+,24+,25+,26-,27+/m0/s1

Standard InChI Key:  CBPASLHMRDUOQC-OQICXIPYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3038198

   (1R,2S,6R,14R,15R)-5-(cyclopropylmethyl)-19-[(1S)-1-isothiocyanatoethyl]-11,15-dimethoxy-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: 464.63

Molecular Weight (Monoisotopic): 464.2134

AlogP: 4.19

#Rotatable Bonds: 6

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: 9.80

CX LogP: 4.01

CX LogD: 1.64

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: 1.20

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