Cinerol D

ID: ALA4522045

PubChem CID: 155542929

Max Phase: Preclinical

Molecular Formula: C23H31NO2

Molecular Weight: 353.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CCC[C@H]2[C@](C)(Cc3cc(O)cc4nc(C)oc34)[C@@H](C)CC[C@]12C

Standard InChI:  InChI=1S/C23H31NO2/c1-14-7-6-8-20-22(14,4)10-9-15(2)23(20,5)13-17-11-18(25)12-19-21(17)26-16(3)24-19/h7,11-12,15,20,25H,6,8-10,13H2,1-5H3/t15-,20+,22+,23+/m0/s1

Standard InChI Key:  KNXNAMJSLZLBRS-APQCTARYSA-N

Molfile:  

 
     RDKit          2D

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   28.6636   -6.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6636   -7.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3730   -7.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3730   -5.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0783   -6.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0748   -7.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7810   -7.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4952   -7.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4986   -6.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7879   -5.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7903   -4.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5033   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2110   -4.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9235   -4.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9263   -3.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0669   -7.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4949   -5.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2126   -5.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0710   -5.3613    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   29.3739   -8.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5011   -3.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2100   -3.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0422   -2.5195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8936   -3.1797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2300   -2.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6340   -4.9642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8225   -1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 22  1  0
 21 12  1  0
  6 16  1  1
 10 17  1  1
  9 18  1  1
  5 19  1  6
  3 20  1  0
 21 22  2  0
 22 23  1  0
 23 25  2  0
 24 21  1  0
 24 25  1  0
 14 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522045

   ---

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: 353.51

Molecular Weight (Monoisotopic): 353.2355

AlogP: 6.18

#Rotatable Bonds: 2

Polar Surface Area: 46.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.06

CX Basic pKa: 2.03

CX LogP: 5.47

CX LogD: 5.46

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: 2.28

References

1. Jiao WH, Li J, Wang D, Zhang MM, Liu LY, Sun F, Li JY, Capon RJ, Lin HW..  (2019)  Cinerols, Nitrogenous Meroterpenoids from the Marine Sponge Dysidea cinerea.,  82  (9): [PMID:31532203] [10.1021/acs.jnatprod.9b00471]

Source

Source(1):

• Scientific Literature