Isorhizochalin

ID: ALA5287273

Max Phase: Preclinical

Molecular Formula: C34H68N2O8

Molecular Weight: 632.92

Names and Identifiers

Canonical SMILES:  C[C@@H](N)[C@H](O)CCCCCCCC(=O)CCCCCCCCCCCCCC[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@@H](C)N

Standard InChI:  InChI=1S/C34H68N2O8/c1-25(35)28(39)22-18-14-11-13-17-21-27(38)20-16-12-9-7-5-3-4-6-8-10-15-19-23-29(26(2)36)43-34-33(42)32(41)31(40)30(24-37)44-34/h25-26,28-34,37,39-42H,3-24,35-36H2,1-2H3/t25-,26-,28-,29+,30-,31+,32+,33-,34-/m1/s1

Standard InChI Key:  JVNAFTWQOXCOPF-CIGUNTHSSA-N

Molfile:  

 
     RDKit          2D

 44 44  0  0  0  0  0  0  0  0999 V2000
    9.2876   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2876   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0020   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5732   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5732   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8587   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1443   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4299   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7154   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0011   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7156   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4300   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1445   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8587   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8587   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5732   -2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1442   -2.4748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5732   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5732   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2876    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2876    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5731    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8587    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8587    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1442    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1442    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5731    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0020    1.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0020   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  4  2  1  0
  4  5  1  1
  6  4  1  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 13 14  2  0
 15 13  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  1
 29 30  1  0
 30 31  1  0
 30 32  1  6
 29 33  1  0
 34 33  1  1
 35 34  1  0
 36 35  1  0
 37 36  1  0
 38 37  1  0
 39 38  1  0
 34 39  1  0
 38 40  1  1
 40 41  1  0
 37 42  1  1
 36 43  1  1
 35 44  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5287273

   ---

Molecule Features

Natural Product: Yes

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: 632.92

Molecular Weight (Monoisotopic): 632.4976

AlogP: 3.99

#Rotatable Bonds: 28

Polar Surface Area: 188.72

Molecular Species: BASE

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.21

CX Basic pKa: 10.08

CX LogP: 4.67

CX LogD: 0.09

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: 1.36

References

1. Govindarajan M..  (2018)  Amphiphilic glycoconjugates as potential anti-cancer chemotherapeutics.,  143  [PMID:29126728] [10.1016/j.ejmech.2017.10.015]

Source

Source(1):

• Scientific Literature