(+)-5-Methoxyhamaudol

ID: ALA464886

PubChem CID: 11033588

Max Phase: Preclinical

Molecular Formula: C16H18O5

Molecular Weight: 290.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-5-Methoxyhamaudol | (+)-5-Methoxyhamaudol|CHEMBL464886

Canonical SMILES:  COc1c2c(cc3oc(C)cc(=O)c13)OC(C)(C)[C@H](O)C2

Standard InChI:  InChI=1S/C16H18O5/c1-8-5-10(17)14-12(20-8)7-11-9(15(14)19-4)6-13(18)16(2,3)21-11/h5,7,13,18H,6H2,1-4H3/t13-/m1/s1

Standard InChI Key:  SGCZPPRRLCNDAZ-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.7803  -20.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7803  -21.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4935  -21.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4935  -20.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2068  -20.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2033  -21.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9132  -21.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9202  -20.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6347  -20.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6309  -21.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3390  -21.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0554  -21.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0592  -20.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3466  -20.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0665  -20.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7849  -22.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0675  -20.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9226  -19.1795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6394  -18.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3493  -19.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7644  -21.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  5  6  1  0
  1  2  1  0
  1  4  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2  3  1  0
  2 15  1  0
  5  8  2  0
  2 16  1  0
  6  7  2  0
  1 17  1  6
  7 10  1  0
  8 18  1  0
  9  8  1  0
 18 19  1  0
  9 10  2  0
 14 20  2  0
  3  6  1  0
 12 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA464886

   (+)-5-Methoxyhamaudol

Molecule Features

Natural Product: Yes

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: 290.31

Molecular Weight (Monoisotopic): 290.1154

AlogP: 2.18

#Rotatable Bonds: 1

Polar Surface Area: 68.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.77

CX Basic pKa: ┄

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: 2.57

References

1. Valencia-Islas N, Abbas H, Bye R, Toscano R, Mata R..  (2002)  Phytotoxic compounds from Prionosciadium watsoni.,  65  (6): [PMID:12088423] [10.1021/np010448t]

Source

Source(1):

• Scientific Literature