Drug Information

General Information
Drug ID
DR00235
Drug Name
Flavopiridol
Synonyms
(-)-cis-5,7-Dihydroxy-2-(2-chlorophenyl)-8-(4-(3-hydroxy-1-methyl)piperidinyl)-4H-1-benzopyran-4-one; 2-(2-CHLORO-PHENYL)-5,7-DIHYDROXY-8-(3-HYDROXY-1-METHYL-PIPERIDIN-4-YL)-4H-BENZOPYRAN-4-ONE; 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one; Alvocidib [INN]; FLAVO; Flavopiridol; Flavopiridol hydrochloride; HMR-1275; HMR-1275, Alvocidib, L868275, Flavopiridol; L 868275; L-868275; L86-8275
Drug Type
Small molecular drug
Indication Chronic lymphocytic leukemia [ICD11:2A82.0] Phase 2 [1]
Structure
3D MOL 2D MOL
Formula
C21H20ClNO5
Canonical SMILES
CN1CCC(C(C1)O)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=CC=C4Cl)O)O
InChI
InChI=1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/t12-,17+/m0/s1
InChIKey
BIIVYFLTOXDAOV-YVEFUNNKSA-N
CAS Number
CAS 131740-09-5
Pharmaceutical Properties Molecular Weight 401.8 Topological Polar Surface Area 90.2
Heavy Atom Count 28 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
XLogP
3.3
PubChem CID
5287969
PubChem SID
104234154 ,11041362 ,113870851 ,124757102 ,125163906 ,126671493 ,126731324 ,127338259 ,127338260 ,127338261 ,127338262 ,127338263 ,131480733 ,134338802 ,135064370 ,135626623 ,136085824 ,136367366 ,136920327 ,137002692 ,142106966 ,14757147 ,152258050 ,160646888 ,160966614 ,162011554 ,164786749 ,172818888 ,172913786 ,175437711 ,176236286 ,177748773 ,178102307 ,180371632 ,39320467 ,46391640 ,46391762 ,46507266 ,49854007 ,50064452 ,51029203 ,53790160 ,57359202 ,606623 ,7886735 ,8035270 ,830646 ,837792 ,85177022 ,99437041
ChEBI ID
ChEBI:47344
TTD Drug ID
D0LF1U
DT(s) Transporting This Drug BCRP Transporter Info Breast cancer resistance protein Substrate [2]
OATP1B1 Transporter Info Organic anion transporting polypeptide 1B1 Substrate [3]
References
1 The IUPHAR/BPS Guide to PHARMACOLOGY in 2018: updates and expansion to encompass the new guide to IMMUNOPHARMACOLOGY. Nucleic Acids Res. 2018 Jan 4;46(D1):D1091-D1106. (familyId=5680)
2 The novel BCR-ABL and FLT3 inhibitor ponatinib is a potent inhibitor of the MDR-associated ATP-binding cassette transporter ABCG2. Mol Cancer Ther. 2012 Sep;11(9):2033-44.
3 Organic anion transporting polypeptide 1B1: a genetically polymorphic transporter of major importance for hepatic drug uptake. Pharmacol Rev. 2011 Mar;63(1):157-81.

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