[(4aS,6aR,12aR,12bS)-4,4,6a,12b-tetramethyl-1,2,3,4a,5,6,12,12a-octahydrobenzo[a]xanthen-10-yl] quinoline-2-carboxylate

ID: ALA5200004

PubChem CID: 168291045

Max Phase: Preclinical

Molecular Formula: C31H35NO3

Molecular Weight: 469.63

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@]2(C)[C@H]3Cc4cc(OC(=O)c5ccc6ccccc6n5)ccc4O[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C31H35NO3/c1-29(2)15-7-16-30(3)26(29)14-17-31(4)27(30)19-21-18-22(11-13-25(21)35-31)34-28(33)24-12-10-20-8-5-6-9-23(20)32-24/h5-6,8-13,18,26-27H,7,14-17,19H2,1-4H3/t26-,27+,30-,31+/m0/s1

Standard InChI Key:  KEANFNYGUFOQTE-IXKUDXEZSA-N

Molfile:  

 
     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
   -1.0757    0.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611    1.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3507    0.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3507    0.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3593   -0.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757    0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7874   -0.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827   -1.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662   -1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547   -1.0770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0613   -2.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -2.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4943   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2107   -1.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223   -1.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9176   -2.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011   -2.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6144   -3.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7896   -3.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4943   -0.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -3.1510    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3521   -1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779   -1.9103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611    2.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3529    2.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    3.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    2.6331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933    2.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833    0.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    1.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057    2.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205    2.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9223    1.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2108    0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
  9 10  1  0
  9 11  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
  8 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  1
 13 22  1  6
  9 23  1  1
  8 24  1  6
  2 25  1  0
 25 26  1  0
 27 26  2  0
 26 28  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 32 31  1  0
 33 32  2  0
 28 33  1  0
 30 34  1  0
 35 34  2  0
 36 35  1  0
 37 36  2  0
 31 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5200004

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 469.63

Molecular Weight (Monoisotopic): 469.2617

AlogP: 7.39

#Rotatable Bonds: 2

Polar Surface Area: 48.42

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.50

CX LogP: 7.76

CX LogD: 7.76

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: 1.10

References

1. Wang X, Hu N, Kong W, Song B, Li S..  (2022)  Facile and divergent optimization of chromazonarol enabled the identification of simplified drimane meroterpenoids as novel pharmaceutical leads.,  227  [PMID:34653771] [10.1016/j.ejmech.2021.113912]

Source

Source(1):

• Scientific Literature