(1Z,4R,5E,8S,9S)-10-Oxabicyclo[7.2.1]dodeca-5,12-dien-11-one, 4-azido-5-methyl-8-(1-methylethenyl)-

ID: ALA4517871

PubChem CID: 155541108

Max Phase: Preclinical

Molecular Formula: C15H19N3O2

Molecular Weight: 273.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1C/C=C(\C)[C@H](N=[N+]=[N-])CCC2=C[C@@H]1OC2=O

Standard InChI:  InChI=1S/C15H19N3O2/c1-9(2)12-6-4-10(3)13(17-18-16)7-5-11-8-14(12)20-15(11)19/h4,8,12-14H,1,5-7H2,2-3H3/b10-4+/t12-,13+,14-/m0/s1

Standard InChI Key:  VEVIMPQBDNSULH-QPUQKPAHSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   19.0569  -15.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0926  -15.9270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2254  -15.0666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3260  -14.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3575  -14.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9817  -14.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7691  -14.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2416  -12.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0598  -14.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5396  -13.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5761  -15.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6546  -12.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5396  -14.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9480  -13.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3629  -13.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3915  -15.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6481  -14.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6522  -13.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2405  -12.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9477  -11.6253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6522  -11.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 11  2  2  0
 17  6  1  0
 17  3  1  6
 14 12  2  0
  4 11  1  0
  9  7  1  0
 16 17  1  0
  5  9  1  1
 17  5  1  0
 10 13  1  0
  6  4  2  0
  9  1  2  0
 14  8  1  0
 15 12  1  0
 13  4  1  0
 11 16  1  0
 10  8  1  0
  5 15  1  0
 14 18  1  0
  8 19  1  1
 19 20  2  0
 20 21  2  0
M  CHG  2  20   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4517871

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 273.34

Molecular Weight (Monoisotopic): 273.1477

AlogP: 3.84

#Rotatable Bonds: 2

Polar Surface Area: 75.06

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.29

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.25

Np Likeness Score: 2.63

References

1. Lou LL, Ni FQ, Chen L, Shaker S, Li W, Wang R, Tang GH, Yin S..  (2019)  Germacrane Sesquiterpenoids as a New Type of Anticardiac Fibrosis Agent Targeting Transforming Growth Factor β Type I Receptor.,  62  (17): [PMID:31408333] [10.1021/acs.jmedchem.9b00708]

Source

Source(1):

• Scientific Literature