N-{7-[4-(4'-Chloro-biphenyl-2-ylmethyl)piperazin-1-yl]quinazolin-4-yl}-4-((R)-3-morpholin-4-yl-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonamide

ID: ALA1689142

PubChem CID: 51354616

Max Phase: Preclinical

Molecular Formula: C46H47ClF3N7O5S3

Molecular Weight: 966.57

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=S(=O)(Nc1ncnc2cc(N3CCN(Cc4ccccc4-c4ccc(Cl)cc4)CC3)ccc12)c1ccc(N[C@H](CCN2CCOCC2)CSc2ccccc2)c(S(=O)(=O)C(F)(F)F)c1

Standard InChI: InChI=1S/C46H47ClF3N7O5S3/c47-35-12-10-33(11-13-35)40-9-5-4-6-34(40)30-56-20-22-57(23-21-56)37-14-16-41-43(28-37)51-32-52-45(41)54-65(60,61)39-15-17-42(44(29-39)64(58,59)46(48,49)50)53-36(18-19-55-24-26-62-27-25-55)31-63-38-7-2-1-3-8-38/h1-17,28-29,32,36,53H,18-27,30-31H2,(H,51,52,54)/t36-/m1/s1

Standard InChI Key: JYASJBDXOVFRBN-PSXMRANNSA-N

Molfile:

     RDKit          2D

 65 72  0  0  0  0  0  0  0  0999 V2000
   19.3584  -18.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3584  -19.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0726  -19.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0686  -17.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7836  -18.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7865  -19.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5045  -19.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2202  -19.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2132  -18.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4946  -17.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5084  -20.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2249  -20.8231    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.9374  -20.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8058  -21.5349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6309  -21.5349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6510  -20.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3630  -20.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3596  -19.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6382  -19.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9290  -19.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0717  -19.1627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7860  -19.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4987  -19.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4950  -18.3231    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.2078  -17.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9213  -18.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6335  -17.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6303  -17.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9089  -16.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1997  -17.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7927  -20.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5106  -20.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5174  -21.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6388  -17.9453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6394  -17.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9284  -16.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2121  -17.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2114  -17.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9271  -18.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4984  -16.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5002  -15.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2131  -15.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2153  -14.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5011  -14.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7834  -14.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7847  -15.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0729  -15.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3610  -15.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6496  -15.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6493  -16.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3712  -17.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0750  -16.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9359  -17.1194    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.6314  -18.3455    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.3425  -17.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3357  -17.1021    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.0604  -18.3338    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.0519  -17.5096    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.4143  -17.5430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8309  -18.1264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8050  -22.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8098  -22.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5258  -23.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2388  -22.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2357  -22.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  2  0
 22 31  1  1
  2  3  1  0
 31 32  1  0
 12 15  2  0
 32 33  1  0
 34 35  1  0
  6  7  1  0
 13 16  2  0
  3  6  2  0
 16 17  1  0
  7  8  2  0
 17 18  2  0
 34 39  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
  1 34  1  0
 37 40  1  0
 18 19  1  0
 40 41  1  0
  8  9  1  0
 41 42  2  0
 19 20  2  0
 42 43  1  0
 20 13  1  0
 43 44  2  0
  5  4  2  0
 44 45  1  0
 18 21  1  0
 45 46  2  0
 46 41  1  0
  9 10  2  0
 21 22  1  0
 47 48  2  0
 10  5  1  0
 48 49  1  0
 22 23  1  0
 49 50  2  0
  4  1  1  0
 50 51  1  0
 23 24  1  0
 51 52  2  0
 52 47  1  0
 46 47  1  0
  7 11  1  0
 50 53  1  0
 24 25  1  0
 19 54  1  0
  1  2  2  0
 54 55  1  0
 25 26  2  0
 55 56  1  0
 11 12  1  0
 55 57  1  0
 26 27  1  0
 55 58  1  0
 54 59  2  0
 27 28  2  0
 54 60  2  0
 33 61  1  0
 12 13  1  0
 28 29  1  0
  5  6  1  0
 29 30  2  0
 30 25  1  0
 33 65  1  0
 61 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  0
M  END

Associated Targets(Human)

NCI-H1963 (107 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI-H889 (88 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCL2L1 Tchem Apoptosis regulator Bcl-X (2604 Activities)

Discover Target: BCL2L1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCL2 Tclin Apoptosis regulator Bcl-2 (3787 Activities)

Discover Target: BCL2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCL2L2 Tchem Apoptosis regulator Bcl-W (121 Activities)

Discover Target: BCL2L2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCL1 Tchem Induced myeloid leukemia cell differentiation protein Mcl-1 (3820 Activities)

Discover Target: MCL1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 966.57	Molecular Weight (Monoisotopic): 965.2441	AlogP: 8.66	#Rotatable Bonds: 16
Polar Surface Area: 137.07	Molecular Species: NEUTRAL	HBA: 12	HBD: 2
#RO5 Violations: 3	HBA (Lipinski): 12	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 6.72	CX Basic pKa: 8.34	CX LogP: 7.85	CX LogD: 7.73
Aromatic Rings: 6	Heavy Atoms: 65	QED Weighted: 0.09	Np Likeness Score: -1.43

References

1. Sleebs BE, Czabotar PE, Fairbrother WJ, Fairlie WD, Flygare JA, Huang DC, Kersten WJ, Koehler MF, Lessene G, Lowes K, Parisot JP, Smith BJ, Smith ML, Souers AJ, Street IP, Yang H, Baell JB.. (2011) Quinazoline sulfonamides as dual binders of the proteins B-cell lymphoma 2 and B-cell lymphoma extra long with potent proapoptotic cell-based activity., 54 (6): [PMID:21366295] [10.1021/jm101596e]

N-{7-[4-(4'-Chloro-biphenyl-2-ylmethyl)piperazin-1-yl]quinazolin-4-yl}-4-((R)-3-morpholin-4-yl-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source