3-Benzyl-1-((1r,4r)-4-((5-cyanopyridin-2-yl)amino)cyclohexyl)-1-(4-(4-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-5-yl)-cyclopropane-1-carbonyl)piperazin-1-yl)phenyl)urea

ID: ALA5200271

PubChem CID: 168291256

Max Phase: Preclinical

Molecular Formula: C47H47N9O6

Molecular Weight: 833.95

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: N#Cc1ccc(N[C@H]2CC[C@H](N(C(=O)NCc3ccccc3)c3ccc(N4CCN(C(=O)C5CC5c5ccc6c(c5)C(=O)N(C5CCC(=O)NC5=O)C6=O)CC4)cc3)CC2)nc1

Standard InChI: InChI=1S/C47H47N9O6/c48-26-30-6-18-41(49-28-30)51-32-8-10-34(11-9-32)55(47(62)50-27-29-4-2-1-3-5-29)35-14-12-33(13-15-35)53-20-22-54(23-21-53)44(59)39-25-37(39)31-7-16-36-38(24-31)46(61)56(45(36)60)40-17-19-42(57)52-43(40)58/h1-7,12-16,18,24,28,32,34,37,39-40H,8-11,17,19-23,25,27H2,(H,49,51)(H,50,62)(H,52,57,58)/t32-,34-,37?,39?,40?

Standard InChI Key: ODKBTBUZWZTTRG-AXKFDHGESA-N

Molfile:

 
     RDKit          2D

 62 70  0  0  0  0  0  0  0  0999 V2000
    4.1779   -2.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454   -1.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -2.1920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838   -3.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838   -4.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9071   -4.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6196   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6196   -3.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8963   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454   -0.9609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516   -0.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516    0.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1601    0.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8762    0.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5782    0.7049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5782    1.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2904    1.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2904    2.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5665    3.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5665    3.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5665    4.6548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8543    2.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8543    1.9334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8762   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1678   -0.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285   -0.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3050    0.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5926    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774    0.6650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774    1.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    1.4723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    1.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811    1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7595    1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732    1.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732    2.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1864    3.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    2.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    2.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1677    2.2592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9911    2.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3455    1.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1690    1.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6316    2.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    2.8773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4549    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1689    3.5303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2904    2.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    1.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891    0.9668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    1.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1864    1.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891    3.5515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3920    0.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    2.5354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    0.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5926   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3159   -0.9709    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  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  3  0
 20 23  1  0
 23 24  2  0
 24 17  1  0
 15 25  1  0
 25 26  1  0
 26 12  1  0
 11 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 44  1  0
 49 50  2  0
 47 51  2  0
 43 52  1  0
 52 53  2  0
 54 52  1  0
 41 54  1  0
 54 55  2  0
 55 38  1  0
 42 56  2  0
 37 57  1  0
 57 36  1  0
 35 58  2  0
 34 59  1  0
 59 60  1  0
 60 31  1  0
 30 61  1  0
 61 62  2  0
 62 27  1  0
M  END

Associated Targets(Human)

CDK12 Tchem Cereblon/Cyclin-dependent kinase 12 (70 Activities)

Discover Target: CDK12

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

CDK13 Tchem CRBN/CDK13 (50 Activities)

Discover Target: CDK13

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: 833.95	Molecular Weight (Monoisotopic): 833.3649	AlogP: 4.95	#Rotatable Bonds: 10
Polar Surface Area: 188.15	Molecular Species: NEUTRAL	HBA: 10	HBD: 3
#RO5 Violations: 1	HBA (Lipinski): 15	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.59	CX Basic pKa: 3.70	CX LogP: 3.72	CX LogD: 3.72
Aromatic Rings: 4	Heavy Atoms: 62	QED Weighted: 0.18	Np Likeness Score: -1.26

References

1. Yang J, Chang Y, Tien JC, Wang Z, Zhou Y, Zhang P, Huang W, Vo J, Apel IJ, Wang C, Zeng VZ, Cheng Y, Li S, Wang GX, Chinnaiyan AM, Ding K.. (2022) Discovery of a Highly Potent and Selective Dual PROTAC Degrader of CDK12 and CDK13., 65 (16.0): [PMID:35938508] [10.1021/acs.jmedchem.2c00384]

3-Benzyl-1-((1r,4r)-4-((5-cyanopyridin-2-yl)amino)cyclohexyl)-1-(4-(4-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-5-yl)-cyclopropane-1-carbonyl)piperazin-1-yl)phenyl)urea

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source