(1S,2R,4aS,6aS,6bR,8aR,13aR,13bR,15bS)-10-(4-Cyanophenyl)-1,2,6a,6b,9,9,13a-heptamethyl-1,2,3,4,5,6,6a,6b,7,8,8a,9,10,13,13a,3b,14,15b-octadecahydro-4aH-chryseno[1,2-f]indazole-4a-carboxylic Acid

ID: ALA4078994

PubChem CID: 137651271

Max Phase: Preclinical

Molecular Formula: C38H49N3O2

Molecular Weight: 579.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)Cc6cnn(-c7ccc(C#N)cc7)c6C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C38H49N3O2/c1-23-14-17-38(33(42)43)19-18-36(6)28(31(38)24(23)2)12-13-30-35(5)20-26-22-40-41(27-10-8-25(21-39)9-11-27)32(26)34(3,4)29(35)15-16-37(30,36)7/h8-12,22-24,29-31H,13-20H2,1-7H3,(H,42,43)/t23-,24+,29+,30-,31+,35+,36-,37-,38+/m1/s1

Standard InChI Key:  JQOSEIIITFHIIW-ABNZHOOGSA-N

Molfile:  

     RDKit          2D

 46 52  0  0  0  0  0  0  0  0999 V2000
   13.3101  -15.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9025  -14.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4862  -15.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9062  -12.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1912  -14.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1867  -13.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3979  -13.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9175  -13.7663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4052  -14.4298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6211  -13.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6176  -14.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3293  -14.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0490  -14.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3363  -12.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0486  -13.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0655  -11.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3417  -12.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7736  -12.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7598  -12.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4632  -13.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1848  -12.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4909  -11.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1943  -12.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9132  -11.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9349  -10.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2313  -10.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5062  -10.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6137  -12.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3292  -13.7594    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6096  -14.9947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0405  -12.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7517  -13.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9062  -12.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9037  -13.3891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6249  -12.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8024  -10.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2517   -9.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7683  -11.3053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1551  -15.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3483  -15.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0979  -16.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6526  -16.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4650  -16.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7156  -15.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4036  -17.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1533  -18.3724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  6  4  1  0
  5  2  1  0
  2 11  1  0
 10  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  1  0
 10 14  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 14 15  1  0
 14 17  1  0
 15 19  1  0
 18 16  2  0
 16 17  1  0
 18 19  1  0
 18 22  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  1
 14 29  1  6
 11 30  1  6
 15 31  1  1
 19 32  1  6
 23 33  1  1
 33 34  2  0
 33 35  1  0
 27 36  1  1
 26 37  1  6
 22 38  1  1
  9 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
 42 45  1  0
 45 46  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4078994

   ---

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: 579.83

Molecular Weight (Monoisotopic): 579.3825

AlogP: 8.50

#Rotatable Bonds: 2

Polar Surface Area: 78.91

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.72

CX Basic pKa: 1.83

CX LogP: 8.43

CX LogD: 5.81

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.36

Np Likeness Score: 1.51

References

1. Sun L, Li B, Su X, Chen G, Li Y, Yu L, Li L, Wei W..  (2017)  An Ursolic Acid Derived Small Molecule Triggers Cancer Cell Death through Hyperstimulation of Macropinocytosis.,  60  (15): [PMID:28678485] [10.1021/acs.jmedchem.7b00592]

Source

Source(1):

• Scientific Literature