(2S,5S,8S,11S,14S,17R,20S,23S,28S)-5,14-bis(3-amino-3-oxopropyl)-28-(4-(((2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl)amino)benzamido)-2-(3-guanidinopropyl)-8-(4-hydroxybenzyl)-20-(hydroxymethyl)-11,23-diisobutyl-17-(mercaptomethyl)-4,7,10,13,16,19,22,25-octaoxo-3,6,9,12,15,18,21,24-octaazanonacosane-1,29-dioic acid

ID: ALA5196526

PubChem CID: 168285163

Max Phase: Preclinical

Molecular Formula: C62H88N20O18S

Molecular Weight: 1433.58

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)CC[C@H](NC(=O)c1ccc(NCc2cnc3nc(N)[nH]c(=O)c3n2)cc1)C(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C62H88N20O18S/c1-29(2)22-40(72-47(87)20-17-39(60(99)100)75-50(88)32-9-11-33(12-10-32)69-25-34-26-70-49-48(71-34)58(96)82-62(67)81-49)53(91)79-43(27-83)56(94)80-44(28-101)57(95)74-37(16-19-46(64)86)52(90)77-41(23-30(3)4)54(92)78-42(24-31-7-13-35(84)14-8-31)55(93)73-36(15-18-45(63)85)51(89)76-38(59(97)98)6-5-21-68-61(65)66/h7-14,26,29-30,36-44,69,83-84,101H,5-6,15-25,27-28H2,1-4H3,(H2,63,85)(H2,64,86)(H,72,87)(H,73,93)(H,74,95)(H,75,88)(H,76,89)(H,77,90)(H,78,92)(H,79,91)(H,80,94)(H,97,98)(H,99,100)(H4,65,66,68)(H3,67,70,81,82,96)/t36-,37-,38-,39-,40-,41-,42-,43-,44-/m0/s1

Standard InChI Key:  KZDPKYGZZABUOE-FSLKYBNLSA-N

Molfile:  

 
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M  END

Alternative Forms

  1. Parent:

    ALA5196526

    ---

Associated Targets(Human)

TYMS Tclin Thymidylate synthase (1651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IGROV-1 (47897 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TOV112D (110 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FOLR1 Tclin Folate receptor alpha (184 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 1433.58Molecular Weight (Monoisotopic): 1432.6306AlogP: #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. Marverti G, Marraccini C, Martello A, D'Arca D, Pacifico S, Guerrini R, Spyrakis F, Gozzi G, Lauriola A, Santucci M, Cannazza G, Tagliazucchi L, Cazzato AS, Losi L, Ferrari S, Ponterini G, Costi MP..  (2021)  Folic Acid-Peptide Conjugates Combine Selective Cancer Cell Internalization with Thymidylate Synthase Dimer Interface Targeting.,  64  (6.0): [PMID:33710891] [10.1021/acs.jmedchem.0c02107]

Source