Drug Information

Drug ID:  NPD5507
Drug Name:  Topotecan
Molecular Formula:  C23H23N3O5
Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(c(c4cc3Cn1c2=O)CN(C)C)O
Standard InCHI:  InChI=1S/C23H23N3O5/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20/h5-8,27,30H,4,9-11H2,1-3H3/t23-/m0/s1
Standard InCHIKey:  UCFGDBYHRUNTLO-QHCPKHFHSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5507

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 0.9643 NPC74562
High Similarity 0.9643 NPC316181
High Similarity 0.9643 NPC151781
High Similarity 0.8889 NPC128115
High Similarity 0.8622 NPC129909
Intermediate Similarity 0.8333 NPC61435
Intermediate Similarity 0.8325 NPC192674
Intermediate Similarity 0.8325 NPC311858
Intermediate Similarity 0.8223 NPC470003
Intermediate Similarity 0.797 NPC14325
Intermediate Similarity 0.797 NPC28848
Intermediate Similarity 0.7628 NPC53344
Intermediate Similarity 0.7606 NPC211813
Intermediate Similarity 0.7581 NPC475841
Intermediate Similarity 0.7581 NPC474145
Intermediate Similarity 0.7558 NPC477548
Intermediate Similarity 0.7534 NPC472099
Intermediate Similarity 0.7534 NPC472098
Intermediate Similarity 0.7512 NPC249040
Intermediate Similarity 0.75 NPC472111
Intermediate Similarity 0.7489 NPC477549
Intermediate Similarity 0.7432 NPC469928
Intermediate Similarity 0.7431 NPC82548
Intermediate Similarity 0.7425 NPC470784
Intermediate Similarity 0.7425 NPC470785
Intermediate Similarity 0.7425 NPC474183
Intermediate Similarity 0.7414 NPC272549
Intermediate Similarity 0.7407 NPC200836
Intermediate Similarity 0.7386 NPC472435
Intermediate Similarity 0.7385 NPC270918
Intermediate Similarity 0.7382 NPC184680
Intermediate Similarity 0.7361 NPC295898
Intermediate Similarity 0.7358 NPC276517
Intermediate Similarity 0.7336 NPC470126
Intermediate Similarity 0.7336 NPC157931
Intermediate Similarity 0.7327 NPC476098
Intermediate Similarity 0.7325 NPC473449
Intermediate Similarity 0.7302 NPC280714
Intermediate Similarity 0.7298 NPC478010
Intermediate Similarity 0.7295 NPC472436
Intermediate Similarity 0.7277 NPC148183
Intermediate Similarity 0.7277 NPC152768
Intermediate Similarity 0.7256 NPC212213
Intermediate Similarity 0.7256 NPC239954
Intermediate Similarity 0.7253 NPC323752
Intermediate Similarity 0.7253 NPC323198
Intermediate Similarity 0.7248 NPC53144
Intermediate Similarity 0.7246 NPC475816
Intermediate Similarity 0.724 NPC174672
Intermediate Similarity 0.7237 NPC280272
Intermediate Similarity 0.7231 NPC189079
Intermediate Similarity 0.7229 NPC311906
Intermediate Similarity 0.7227 NPC88008
Intermediate Similarity 0.7222 NPC32200
Intermediate Similarity 0.722 NPC264176
Intermediate Similarity 0.7217 NPC214980
Intermediate Similarity 0.7209 NPC156704
Intermediate Similarity 0.7203 NPC82472
Intermediate Similarity 0.7193 NPC280799
Intermediate Similarity 0.719 NPC194040
Intermediate Similarity 0.719 NPC133609
Intermediate Similarity 0.7189 NPC315467
Intermediate Similarity 0.7188 NPC478074
Intermediate Similarity 0.7176 NPC168911
Intermediate Similarity 0.7175 NPC9894
Intermediate Similarity 0.7167 NPC14288
Intermediate Similarity 0.7162 NPC478141
Intermediate Similarity 0.7162 NPC469589
Intermediate Similarity 0.7161 NPC6786
Intermediate Similarity 0.716 NPC478009
Intermediate Similarity 0.7156 NPC66083
Intermediate Similarity 0.7155 NPC253580
Intermediate Similarity 0.7154 NPC478012
Intermediate Similarity 0.7149 NPC193238
Intermediate Similarity 0.7143 NPC24370
Intermediate Similarity 0.7143 NPC112206
Intermediate Similarity 0.7143 NPC48353
Intermediate Similarity 0.7143 NPC319232
Intermediate Similarity 0.7143 NPC202605
Intermediate Similarity 0.7143 NPC99891
Intermediate Similarity 0.7137 NPC475720
Intermediate Similarity 0.7137 NPC474192
Intermediate Similarity 0.7137 NPC96321
Intermediate Similarity 0.713 NPC474188
Intermediate Similarity 0.7125 NPC472434
Intermediate Similarity 0.7123 NPC183805
Intermediate Similarity 0.7123 NPC128751
Intermediate Similarity 0.7123 NPC246700
Intermediate Similarity 0.7119 NPC473800
Intermediate Similarity 0.7117 NPC287208
Intermediate Similarity 0.7112 NPC118559
Intermediate Similarity 0.7112 NPC304307
Intermediate Similarity 0.7112 NPC34580
Intermediate Similarity 0.7112 NPC124920
Intermediate Similarity 0.7112 NPC257851
Intermediate Similarity 0.7102 NPC478080
Intermediate Similarity 0.7095 NPC469734
Intermediate Similarity 0.7093 NPC469727
Intermediate Similarity 0.7091 NPC223427
Intermediate Similarity 0.7089 NPC106833
Intermediate Similarity 0.7089 NPC469497
Intermediate Similarity 0.7085 NPC174758
Intermediate Similarity 0.7085 NPC476116
Intermediate Similarity 0.7085 NPC478006
Intermediate Similarity 0.7082 NPC100547
Intermediate Similarity 0.7076 NPC94428
Intermediate Similarity 0.7076 NPC263937
Intermediate Similarity 0.7072 NPC193777
Intermediate Similarity 0.707 NPC198673
Intermediate Similarity 0.7061 NPC469594
Intermediate Similarity 0.7061 NPC303658
Intermediate Similarity 0.7059 NPC475070
Intermediate Similarity 0.7059 NPC118832
Intermediate Similarity 0.7059 NPC47059
Intermediate Similarity 0.7059 NPC165349
Intermediate Similarity 0.7059 NPC329708
Intermediate Similarity 0.7059 NPC264166
Intermediate Similarity 0.7059 NPC274291
Intermediate Similarity 0.7056 NPC65277
Intermediate Similarity 0.7054 NPC85273
Intermediate Similarity 0.7054 NPC260909
Intermediate Similarity 0.7054 NPC471304
Intermediate Similarity 0.7051 NPC95240
Intermediate Similarity 0.7051 NPC322135
Intermediate Similarity 0.7051 NPC153042
Intermediate Similarity 0.7051 NPC90229
Intermediate Similarity 0.7051 NPC223409
Intermediate Similarity 0.7049 NPC181081
Intermediate Similarity 0.7048 NPC330009
Intermediate Similarity 0.7039 NPC261251
Intermediate Similarity 0.7035 NPC471080
Intermediate Similarity 0.7035 NPC469592
Intermediate Similarity 0.7034 NPC284888
Intermediate Similarity 0.7033 NPC303374
Intermediate Similarity 0.7031 NPC313804
Intermediate Similarity 0.7031 NPC315804
Intermediate Similarity 0.7031 NPC17565
Intermediate Similarity 0.7026 NPC21638
Intermediate Similarity 0.7024 NPC65080
Intermediate Similarity 0.7021 NPC477531
Intermediate Similarity 0.702 NPC478011
Intermediate Similarity 0.7014 NPC320394
Intermediate Similarity 0.7013 NPC220851
Intermediate Similarity 0.7013 NPC118121
Intermediate Similarity 0.7009 NPC471762
Intermediate Similarity 0.7009 NPC194740
Intermediate Similarity 0.7009 NPC252251
Intermediate Similarity 0.7009 NPC201697
Intermediate Similarity 0.7004 NPC279589
Remote Similarity 0.6996 NPC214142
Remote Similarity 0.6992 NPC321592
Remote Similarity 0.6992 NPC314882
Remote Similarity 0.6992 NPC329982
Remote Similarity 0.6992 NPC54803
Remote Similarity 0.6992 NPC314176
Remote Similarity 0.6991 NPC230403
Remote Similarity 0.6991 NPC235900
Remote Similarity 0.6987 NPC173080
Remote Similarity 0.698 NPC67401
Remote Similarity 0.6979 NPC209174
Remote Similarity 0.6978 NPC5145
Remote Similarity 0.6977 NPC45048
Remote Similarity 0.6971 NPC473540
Remote Similarity 0.6968 NPC123019
Remote Similarity 0.6967 NPC176127
Remote Similarity 0.6965 NPC237901
Remote Similarity 0.6965 NPC195788
Remote Similarity 0.6964 NPC470931
Remote Similarity 0.6962 NPC141053
Remote Similarity 0.696 NPC266931
Remote Similarity 0.6959 NPC57994
Remote Similarity 0.6959 NPC289299
Remote Similarity 0.6958 NPC41501
Remote Similarity 0.6957 NPC471294
Remote Similarity 0.6957 NPC74360
Remote Similarity 0.6955 NPC329793
Remote Similarity 0.6955 NPC315491
Remote Similarity 0.6955 NPC45459
Remote Similarity 0.6951 NPC304183
Remote Similarity 0.6951 NPC277350
Remote Similarity 0.6948 NPC171171
Remote Similarity 0.6948 NPC284685
Remote Similarity 0.6946 NPC476995
Remote Similarity 0.6943 NPC305984
Remote Similarity 0.6941 NPC306376
Remote Similarity 0.6933 NPC245055
Remote Similarity 0.6933 NPC33064
Remote Similarity 0.693 NPC471284
Remote Similarity 0.6929 NPC477066
Remote Similarity 0.6929 NPC475844
Remote Similarity 0.6927 NPC245916
Remote Similarity 0.6926 NPC61813
Remote Similarity 0.6923 NPC471944
Remote Similarity 0.692 NPC474905
Remote Similarity 0.692 NPC314297
Remote Similarity 0.692 NPC89549
Remote Similarity 0.692 NPC315545
Remote Similarity 0.6916 NPC296482
Remote Similarity 0.6916 NPC53069
Remote Similarity 0.6916 NPC202768

Drug Structure

External Identifiers

TTD   DAP001449; DAP000648
DrugBank   DB01030
ChEMBL   CHEMBL84
IUPHAR/BPS   7101
PharmaGKB   PA451729
KEGG Drug  
PubChem CID   60700; 60699
ChEBI   63632
CAS Number  123948-87-8

Drug Properties

Molecular Weight  421.16
ALogP  -1.8179
MLogP  3.11
XLogP  0.501
HDA  7
HBD  2
Rotatable Bonds  8
TPSA  103.2
RO5 Violation  0