2-Methoxy-N-(2-((2-(((S)-1-(3-methoxyphenyl)ethyl)amino)-2-oxoethyl)thio)benzo[d]thiazol-6-yl)-3-methyl-4-(pentan-2-yloxy)benzamide

ID: ALA4876597

PubChem CID: 141483841

Max Phase: Preclinical

Molecular Formula: C32H37N3O5S2

Molecular Weight: 607.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(C)Oc1ccc(C(=O)Nc2ccc3nc(SCC(=O)N[C@@H](C)c4cccc(OC)c4)sc3c2)c(OC)c1C

Standard InChI:  InChI=1S/C32H37N3O5S2/c1-7-9-19(2)40-27-15-13-25(30(39-6)20(27)3)31(37)34-23-12-14-26-28(17-23)42-32(35-26)41-18-29(36)33-21(4)22-10-8-11-24(16-22)38-5/h8,10-17,19,21H,7,9,18H2,1-6H3,(H,33,36)(H,34,37)/t19?,21-/m0/s1

Standard InChI Key:  GEAAYPAXOKOWCS-QWAKEFERSA-N

Molfile:  

 
     RDKit          2D

 42 45  0  0  0  0  0  0  0  0999 V2000
   23.4310  -19.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4299  -19.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1424  -20.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8607  -19.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8578  -19.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1406  -18.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1381  -17.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8532  -17.3705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4248  -17.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5707  -17.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2859  -17.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0034  -17.7795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.7184  -17.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4715  -17.6950    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.7985  -16.5365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6065  -16.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0156  -17.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8383  -17.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2531  -16.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8349  -15.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0134  -15.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0796  -16.3635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4917  -17.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3181  -17.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7306  -17.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5564  -17.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9674  -17.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5510  -16.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7267  -16.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7939  -17.0771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5732  -18.6102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0813  -17.7962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2069  -17.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0292  -17.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7976  -18.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4422  -18.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2646  -18.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9597  -15.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3125  -15.6548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7206  -14.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7164  -20.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0056  -19.8505    0.0000 C   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
  6  7  1  0
  7  8  1  0
  7  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 17  1  0
 16 15  1  0
 15 13  2  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
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 10 31  2  0
 23 32  2  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 34 36  1  0
 36 37  1  0
 28 38  1  0
 29 39  1  0
 39 40  1  0
  2 41  1  0
 41 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876597

   ---

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: 607.80

Molecular Weight (Monoisotopic): 607.2175

AlogP: 7.41

#Rotatable Bonds: 13

Polar Surface Area: 98.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.48

CX Basic pKa: 1.07

CX LogP: 7.02

CX LogD: 7.02

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -1.67

References

1. Gao D, Jin N, Fu Y, Zhu Y, Wang Y, Wang T, Chen Y, Zhang M, Xiao Q, Huang M, Li Y..  (2021)  Rational drug design of benzothiazole-based derivatives as potent signal transducer and activator of transcription 3 (STAT3) signaling pathway inhibitors.,  216  [PMID:33689932] [10.1016/j.ejmech.2021.113333]

Source

Source(1):

• Scientific Literature