Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

(2S,4R)-1-((S)-2-(3-(3-(4-(4-(((R)-1-(3-amino-5-(trifluoromethyl)phenyl)ethyl)amino)-7-methoxy-2-methylquinazolin-6-yl)piperidin-1-yl)-3-oxopropoxy)propanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide

ID: ALA5288734

Max Phase: Preclinical

Molecular Formula: C53H66F3N9O7S

Molecular Weight: 1030.23

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc2nc(C)nc(N[C@H](C)c3cc(N)cc(C(F)(F)F)c3)c2cc1C1CCN(C(=O)CCOCCC(=O)N[C@H](C(=O)N2C[C@H](O)C[C@H]2C(=O)N[C@@H](C)c2ccc(-c3scnc3C)cc2)C(C)(C)C)CC1

Standard InChI:  InChI=1S/C53H66F3N9O7S/c1-29(33-9-11-35(12-10-33)47-31(3)58-28-73-47)60-50(69)43-24-39(66)27-65(43)51(70)48(52(5,6)7)63-45(67)15-19-72-20-16-46(68)64-17-13-34(14-18-64)40-25-41-42(26-44(40)71-8)61-32(4)62-49(41)59-30(2)36-21-37(53(54,55)56)23-38(57)22-36/h9-12,21-23,25-26,28-30,34,39,43,48,66H,13-20,24,27,57H2,1-8H3,(H,60,69)(H,63,67)(H,59,61,62)/t29-,30+,39+,43-,48+/m0/s1

Standard InChI Key:  XIYLKDBXWAJZIS-AHHHCUNGSA-N

Molfile:  

 
     RDKit          2D

 73 79  0  0  0  0  0  0  0  0999 V2000
    5.6962   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9817   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9817   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -2.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6964   -2.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -1.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6988   -1.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6988   -0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132   -0.0017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9844   -0.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2699   -0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555   -0.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.8233    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8411   -0.4144    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408    0.4105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2699   -1.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103   -5.3639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6937   -4.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188   -3.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188   -2.8849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318   -2.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318   -1.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441   -0.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    0.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687    1.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687    2.0787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5811    2.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2977    2.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0103    2.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    1.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2977    1.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5811    3.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2934    3.7361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0397    3.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5927    4.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4132    3.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1776    4.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3682    4.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7490    5.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9671    4.8351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478    5.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5659    5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457    5.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1645    5.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0033    4.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779    4.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    4.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    5.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022    4.3065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358    3.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    3.5251    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233    4.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    4.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9115    5.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    3.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846    0.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476   -2.8799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6965   -2.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -2.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 13 18  2  0
 18  8  1  0
  4 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  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
 38 37  1  1
 38 39  1  0
 39 40  1  0
 39 41  1  0
 39 42  1  0
 38 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  6
 46 48  1  0
 44 49  1  0
 49 48  1  0
 49 50  1  1
 50 51  1  0
 51 52  1  0
 52 53  1  1
 52 54  1  0
 54 55  2  0
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 59 61  1  0
 61 62  2  0
 62 63  1  0
 63 58  1  0
 57 64  1  0
 64 65  2  0
 65 54  1  0
 50 66  2  0
 43 67  2  0
 36 68  2  0
 30 69  2  0
 29 70  1  0
 70 71  1  0
 71 26  1  0
 25 72  2  0
 72 19  1  0
 20 73  2  0
 73  2  1  0
M  END

Alternative Forms

  1. Parent:

    ALA5288734

    ---

Associated Targets(Human)

SOS1 Tchem VHL/SOS1 (144 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SOS1 Tchem SOS1/VHL/ELOC/ELOB (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SOS1 Tchem Son of sevenless homolog 1 (1023 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 1030.23Molecular Weight (Monoisotopic): 1029.4758AlogP: #Rotatable Bonds:
Polar Surface Area: Molecular Species: HBA: HBD:
#RO5 Violations: HBA (Lipinski): HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: CX LogD:
Aromatic Rings: Heavy Atoms: QED Weighted: Np Likeness Score:

References

1. Zhou Z, Zhou G, Zhou C, Fan Z, Cui R, Li Y, Li R, Gu Y, Li H, Ge Z, Cai X, Jiang B, Wang D, Zheng M, Xu T, Zhang S..  (2023)  Discovery of a Potent, Cooperative, and Selective SOS1 PROTAC ZZ151 with In Vivo Antitumor Efficacy in KRAS-Mutant Cancers.,  66  (6): [PMID:36897932] [10.1021/acs.jmedchem.3c00075]
2. Abbott, Jason R JR and 15 more authors.  2018-07-26  Discovery of Aminopiperidine Indoles That Activate the Guanine Nucleotide Exchange Factor SOS1 and Modulate RAS Signaling.  [PMID:29856609]
3. Hodges, Timothy R TR and 21 more authors.  2018-10-11  Discovery and Structure-Based Optimization of Benzimidazole-Derived Activators of SOS1-Mediated Nucleotide Exchange on RAS.  [PMID:30205005]

Source