(1-(12-(((S)-1-((2S,4R)-4-Hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-12-oxododecyl)-1H-1,2,3-triazol-4-yl)methyl (4-((2-aminophenyl)carbamoyl)benzyl)carbamate

ID: ALA5208492

PubChem CID: 168297498

Max Phase: Preclinical

Molecular Formula: C52H68N10O7S

Molecular Weight: 977.25

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: Cc1ncsc1-c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)CCCCCCCCCCCn2cc(COC(=O)NCc3ccc(C(=O)Nc4ccccc4N)cc3)nn2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C52H68N10O7S/c1-35-46(70-34-56-35)38-23-19-36(20-24-38)29-54-49(66)44-28-41(63)32-62(44)50(67)47(52(2,3)4)58-45(64)18-12-10-8-6-5-7-9-11-15-27-61-31-40(59-60-61)33-69-51(68)55-30-37-21-25-39(26-22-37)48(65)57-43-17-14-13-16-42(43)53/h13-14,16-17,19-26,31,34,41,44,47,63H,5-12,15,18,27-30,32-33,53H2,1-4H3,(H,54,66)(H,55,68)(H,57,65)(H,58,64)/t41-,44+,47-/m1/s1

Standard InChI Key: ZFALKCFPRMASCL-IIWOMYBWSA-N

Molfile:

 
     RDKit          2D

 70 75  0  0  0  0  0  0  0  0999 V2000
    0.8929   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9552    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6052    1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    1.9031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8426    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6676    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0801    1.9031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7447    2.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3575    3.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0716    2.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9002    1.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4835    1.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2803    1.6195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2700    0.6091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8533    0.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6501    0.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8640    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6586    1.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2421    0.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0312   -0.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2360   -0.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0390    0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3344    1.6481    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.1579    1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3713    0.8085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6797    0.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6797   -0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3575    4.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0801    0.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8426   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6052    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0176   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    2.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4804   -0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570   -1.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -1.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9944   -2.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -2.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -3.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0883   -2.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0883   -1.9712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -1.7164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8027   -3.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5172   -2.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2317   -3.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9460   -2.7957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2317   -4.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6605   -3.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3750   -2.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0896   -3.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8015   -2.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8015   -1.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0914   -1.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3750   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5159   -1.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2304   -1.9709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5159   -0.7335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9448   -1.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6594   -1.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3713   -1.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3713   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6611   -0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9448   -0.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6594   -2.7957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9  8  1  6
  9 10  1  0
 10 11  1  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 15 16  1  1
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
 23 26  1  0
 27 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 26  2  0
 30 31  1  0
 13 32  1  6
 10 33  2  0
  9 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
  7 38  2  0
  1 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 45 44  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 44  1  0
 46 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 51 53  2  0
 52 54  1  0
 54 55  1  0
 56 55  2  0
 57 56  1  0
 58 57  2  0
 59 58  1  0
 60 59  2  0
 55 60  1  0
 58 61  1  0
 61 62  1  0
 61 63  2  0
 62 64  1  0
 65 64  2  0
 66 65  1  0
 67 66  2  0
 68 67  1  0
 69 68  2  0
 64 69  1  0
 65 70  1  0
M  END

Associated Targets(Human)

HDAC1 Tclin VHL/Histone deacetylase 1 (90 Activities)

Discover Target: HDAC1

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

HDAC2 Tclin VHL/Histone deacetylase 2 (81 Activities)

Discover Target: HDAC2

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

HDAC3 Tclin VHL/Histone deacetylase 3 (77 Activities)

Discover Target: HDAC3

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:	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:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 977.25	Molecular Weight (Monoisotopic): 976.4993	AlogP: 7.68	#Rotatable Bonds: 24
Polar Surface Area: 235.79	Molecular Species: NEUTRAL	HBA: 13	HBD: 6
#RO5 Violations: 4	HBA (Lipinski): 17	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 4
CX Acidic pKa: 12.68	CX Basic pKa: 3.27	CX LogP: 6.11	CX LogD: 6.11
Aromatic Rings: 5	Heavy Atoms: 70	QED Weighted: 0.03	Np Likeness Score: -0.84

References

1. Cross JM, Coulson ME, Smalley JP, Pytel WA, Ismail O, Trory JS, Cowley SM, Hodgkinson JT.. (2022) A 'click' chemistry approach to novel entinostat (MS-275) based class I histone deacetylase proteolysis targeting chimeras., 13 (12.0): [PMID:36545434] [10.1039/d2md00199c]

(1-(12-(((S)-1-((2S,4R)-4-Hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-12-oxododecyl)-1H-1,2,3-triazol-4-yl)methyl (4-((2-aminophenyl)carbamoyl)benzyl)carbamate

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source