2,3,5,6-tetrachloro-1,4-Bis(di(5-hydroxy-1H-indol-3-yl)methyl)benzene

ID: ALA4554359

PubChem CID: 155556440

Max Phase: Preclinical

Molecular Formula: C40H26Cl4N4O4

Molecular Weight: 768.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc2[nH]cc(C(c3c(Cl)c(Cl)c(C(c4c[nH]c5ccc(O)cc45)c4c[nH]c5ccc(O)cc45)c(Cl)c3Cl)c3c[nH]c4ccc(O)cc34)c2c1

Standard InChI:  InChI=1S/C40H26Cl4N4O4/c41-37-35(33(25-13-45-29-5-1-17(49)9-21(25)29)26-14-46-30-6-2-18(50)10-22(26)30)38(42)40(44)36(39(37)43)34(27-15-47-31-7-3-19(51)11-23(27)31)28-16-48-32-8-4-20(52)12-24(28)32/h1-16,33-34,45-52H

Standard InChI Key:  IQHCIWYARHPRJG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 52 60  0  0  0  0  0  0  0  0999 V2000
   14.9004  -20.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5118  -19.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9237  -18.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7242  -18.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1170  -19.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7010  -20.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4636  -19.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8241  -17.3696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4133  -17.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0749  -18.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2784  -18.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6713  -19.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9107  -18.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7572  -18.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3643  -17.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1208  -17.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3036  -19.3428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454  -21.0995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1251  -20.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9285  -20.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2424  -20.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0030  -21.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1565  -22.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5494  -22.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7888  -22.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6353  -21.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9170  -22.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1611  -19.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6792  -17.6615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4995  -18.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7002  -18.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3864  -17.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -17.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4682  -16.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0752  -16.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8359  -16.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9894  -17.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7117  -16.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8006  -21.3873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2114  -20.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5497  -20.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3504  -20.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9575  -19.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7181  -19.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8716  -20.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2645  -21.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5039  -20.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3211  -19.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5262  -17.9611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.1437  -17.9872    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4794  -20.7687    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.0969  -20.7966    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  8 16  1  0
 11 16  2  0
 13 17  1  0
  7 10  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 18 26  1  0
 21 26  2  0
 23 27  1  0
  7 20  1  0
  2  7  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 29 37  1  0
 32 37  2  0
 34 38  1  0
 28 31  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 39 47  1  0
 42 47  2  0
 44 48  1  0
 28 41  1  0
  5 28  1  0
  3 49  1  0
  4 50  1  0
  1 51  1  0
  6 52  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554359

   ---

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: 768.48

Molecular Weight (Monoisotopic): 766.0708

AlogP: 11.41

#Rotatable Bonds: 6

Polar Surface Area: 144.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 8

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.95

CX Basic pKa: ┄

CX LogP: 10.60

CX LogD: 10.58

Aromatic Rings: 9

Heavy Atoms: 52

QED Weighted: 0.08

Np Likeness Score: 0.05

References

1. Abdu-Allah HHM, Huang ST, Chang TT, Chen CL, Wu HC, Li WS..  (2016)  Nature-inspired design of tetraindoles: Optimization of the core structure and evaluation of structure-activity relationship.,  26  (18): [PMID:27503685] [10.1016/j.bmcl.2016.07.069]

Source

Source(1):

• Scientific Literature