1-(2-(1H-indol-3-yl)ethyl)-3-(3,4-dichlorophenyl)urea

ID: ALA4248460

Cas Number: 32539-39-2

PubChem CID: 2195029

Max Phase: Preclinical

Molecular Formula: C17H15Cl2N3O

Molecular Weight: 348.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCc1c[nH]c2ccccc12)Nc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C17H15Cl2N3O/c18-14-6-5-12(9-15(14)19)22-17(23)20-8-7-11-10-21-16-4-2-1-3-13(11)16/h1-6,9-10,21H,7-8H2,(H2,20,22,23)

Standard InChI Key:  JAWNRLZTUAFYAS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    8.2076  -11.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2065  -11.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9145  -12.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6242  -11.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6214  -11.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9128  -10.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4985  -12.3504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7911  -11.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830  -12.3493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917  -11.1241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3757  -11.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676  -12.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9842  -11.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9465  -11.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1581  -10.8663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2210  -12.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120  -11.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096  -11.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151  -12.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291  -13.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297  -12.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3275  -10.7080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.3326  -12.3494    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 17  1  0
 16 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  5 22  1  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248460

   1-(3,4-dichlorophenyl)-3-[2-(1H-indol-3-yl)ethyl]urea

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: 348.23

Molecular Weight (Monoisotopic): 347.0592

AlogP: 4.84

#Rotatable Bonds: 4

Polar Surface Area: 56.92

Molecular Species: NEUTRAL

HBA: 1

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.29

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.55

References

1. Anglin J, Zavareh RB, Sander PN, Haldar D, Mullarky E, Cantley LC, Kimmelman AC, Lyssiotis CA, Lairson LL..  (2018)  Discovery and optimization of aspartate aminotransferase 1 inhibitors to target redox balance in pancreatic ductal adenocarcinoma.,  28  (16): [PMID:29731362] [10.1016/j.bmcl.2018.04.061]

2. Minrovic BM, Hubble VB, Barker WT, Jania LA, Melander RJ, Koller BH, Melander C..  (2019)  Second-Generation Tryptamine Derivatives Potently Sensitize Colistin Resistant Bacteria to Colistin.,  10  (5): [PMID:31098007] [10.1021/acsmedchemlett.9b00135]

Source

Source(1):

• Scientific Literature