NPASS drugs

Drug Information

Drug ID:	NPD3268
Drug Name:	Warfarin
Molecular Formula:	C19H16O4
Canonical SMILES:	CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
Standard InCHI:	InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
Standard InCHIKey:	PJVWKTKQMONHTI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3268

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.

Range	Similarity Score Range
0-0.1	209
0.1-0.2	1041
0.2-0.3	2063
0.3-0.4	4632
0.4-0.5	8494
0.5-0.6	3051
0.6-0.7	6601
0.7-0.8	4632
0.8-0.85	152
0.85-0.9	13
0.9-0.95	1
0.95-1	1

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	1.0	NPC2989
High Similarity	0.9106	NPC474874
High Similarity	0.8898	NPC229113
High Similarity	0.8846	NPC238309
High Similarity	0.878	NPC33717
High Similarity	0.875	NPC89630
High Similarity	0.8722	NPC287533
High Similarity	0.8651	NPC193193
High Similarity	0.8651	NPC31314
High Similarity	0.8571	NPC264976
High Similarity	0.854	NPC73078
High Similarity	0.854	NPC327612
High Similarity	0.854	NPC319870
High Similarity	0.854	NPC148738
High Similarity	0.8504	NPC168050
Intermediate Similarity	0.8478	NPC71903
Intermediate Similarity	0.8451	NPC154217
Intermediate Similarity	0.844	NPC94794
Intermediate Similarity	0.844	NPC188632
Intermediate Similarity	0.844	NPC112791
Intermediate Similarity	0.844	NPC470296
Intermediate Similarity	0.844	NPC87609
Intermediate Similarity	0.844	NPC196459
Intermediate Similarity	0.8421	NPC474289
Intermediate Similarity	0.8417	NPC310370
Intermediate Similarity	0.8417	NPC170812
Intermediate Similarity	0.8417	NPC155552
Intermediate Similarity	0.8417	NPC183642
Intermediate Similarity	0.84	NPC51345
Intermediate Similarity	0.8394	NPC246177
Intermediate Similarity	0.8394	NPC317045
Intermediate Similarity	0.8392	NPC142863
Intermediate Similarity	0.838	NPC469935
Intermediate Similarity	0.838	NPC1886
Intermediate Similarity	0.838	NPC178627
Intermediate Similarity	0.838	NPC196137
Intermediate Similarity	0.837	NPC307289
Intermediate Similarity	0.8369	NPC36181
Intermediate Similarity	0.8358	NPC32463
Intermediate Similarity	0.8322	NPC470322
Intermediate Similarity	0.8322	NPC181388
Intermediate Similarity	0.8321	NPC193805
Intermediate Similarity	0.831	NPC71739
Intermediate Similarity	0.8308	NPC311219
Intermediate Similarity	0.8293	NPC141068
Intermediate Similarity	0.8264	NPC297886
Intermediate Similarity	0.8264	NPC249942
Intermediate Similarity	0.8258	NPC168259
Intermediate Similarity	0.8258	NPC88403
Intermediate Similarity	0.8207	NPC161864
Intermediate Similarity	0.8207	NPC208303
Intermediate Similarity	0.8207	NPC469933
Intermediate Similarity	0.8201	NPC13408
Intermediate Similarity	0.8194	NPC57470
Intermediate Similarity	0.8194	NPC153758
Intermediate Similarity	0.8188	NPC298900
Intermediate Similarity	0.8188	NPC61499
Intermediate Similarity	0.8182	NPC107846
Intermediate Similarity	0.8182	NPC295696
Intermediate Similarity	0.8169	NPC282300
Intermediate Similarity	0.8169	NPC24075
Intermediate Similarity	0.8162	NPC137264
Intermediate Similarity	0.8156	NPC216978
Intermediate Similarity	0.8156	NPC303633
Intermediate Similarity	0.8156	NPC473209
Intermediate Similarity	0.8156	NPC96565
Intermediate Similarity	0.8156	NPC220062
Intermediate Similarity	0.8156	NPC301217
Intermediate Similarity	0.8156	NPC55018
Intermediate Similarity	0.8151	NPC146014
Intermediate Similarity	0.8151	NPC19238
Intermediate Similarity	0.8151	NPC6923
Intermediate Similarity	0.8151	NPC469932
Intermediate Similarity	0.8143	NPC103001
Intermediate Similarity	0.8143	NPC307883
Intermediate Similarity	0.8138	NPC140120
Intermediate Similarity	0.8138	NPC180477
Intermediate Similarity	0.8129	NPC223616
Intermediate Similarity	0.8125	NPC287275
Intermediate Similarity	0.8125	NPC469953
Intermediate Similarity	0.812	NPC4164
Intermediate Similarity	0.8116	NPC131950
Intermediate Similarity	0.8112	NPC251372
Intermediate Similarity	0.8112	NPC1534
Intermediate Similarity	0.8106	NPC315807
Intermediate Similarity	0.8099	NPC159275
Intermediate Similarity	0.8099	NPC150522
Intermediate Similarity	0.8099	NPC261227
Intermediate Similarity	0.8099	NPC284550
Intermediate Similarity	0.8099	NPC76445
Intermediate Similarity	0.8099	NPC129853
Intermediate Similarity	0.8099	NPC172986
Intermediate Similarity	0.8099	NPC235239
Intermediate Similarity	0.8099	NPC241100
Intermediate Similarity	0.8099	NPC270883
Intermediate Similarity	0.8095	NPC474735
Intermediate Similarity	0.8095	NPC60413
Intermediate Similarity	0.8088	NPC115998
Intermediate Similarity	0.8088	NPC39753
Intermediate Similarity	0.8088	NPC86774
Intermediate Similarity	0.8088	NPC327457
Intermediate Similarity	0.8085	NPC473988
Intermediate Similarity	0.8085	NPC201395
Intermediate Similarity	0.8082	NPC146388
Intermediate Similarity	0.808	NPC233238
Intermediate Similarity	0.8071	NPC194281
Intermediate Similarity	0.8071	NPC234133
Intermediate Similarity	0.8071	NPC471068
Intermediate Similarity	0.8071	NPC124784
Intermediate Similarity	0.8071	NPC471069
Intermediate Similarity	0.8071	NPC29353
Intermediate Similarity	0.8071	NPC47815
Intermediate Similarity	0.8071	NPC231772
Intermediate Similarity	0.8071	NPC127447
Intermediate Similarity	0.8071	NPC473887
Intermediate Similarity	0.8058	NPC66705
Intermediate Similarity	0.8056	NPC470216
Intermediate Similarity	0.8056	NPC11700
Intermediate Similarity	0.8047	NPC19290
Intermediate Similarity	0.8043	NPC55147
Intermediate Similarity	0.8043	NPC54503
Intermediate Similarity	0.8042	NPC110969
Intermediate Similarity	0.8042	NPC156590
Intermediate Similarity	0.8042	NPC470555
Intermediate Similarity	0.8042	NPC118840
Intermediate Similarity	0.8042	NPC205006
Intermediate Similarity	0.8042	NPC103362
Intermediate Similarity	0.8042	NPC64908
Intermediate Similarity	0.8042	NPC147688
Intermediate Similarity	0.8042	NPC229916
Intermediate Similarity	0.8041	NPC209142
Intermediate Similarity	0.8041	NPC290671
Intermediate Similarity	0.8041	NPC312549
Intermediate Similarity	0.8028	NPC136095
Intermediate Similarity	0.8028	NPC217186
Intermediate Similarity	0.8028	NPC18260
Intermediate Similarity	0.8028	NPC78913
Intermediate Similarity	0.8028	NPC254994
Intermediate Similarity	0.8028	NPC53181
Intermediate Similarity	0.8027	NPC104236
Intermediate Similarity	0.8027	NPC164205
Intermediate Similarity	0.8015	NPC187907
Intermediate Similarity	0.8015	NPC197425
Intermediate Similarity	0.8014	NPC221046
Intermediate Similarity	0.8014	NPC471072
Intermediate Similarity	0.8014	NPC332594
Intermediate Similarity	0.8014	NPC250266
Intermediate Similarity	0.8014	NPC474624
Intermediate Similarity	0.8014	NPC471071
Intermediate Similarity	0.8014	NPC471070
Intermediate Similarity	0.8014	NPC138047
Intermediate Similarity	0.8014	NPC266597
Intermediate Similarity	0.8014	NPC131782
Intermediate Similarity	0.8014	NPC228661
Intermediate Similarity	0.8	NPC469934
Intermediate Similarity	0.8	NPC54243
Intermediate Similarity	0.8	NPC95034
Intermediate Similarity	0.8	NPC243688
Intermediate Similarity	0.8	NPC161322
Intermediate Similarity	0.8	NPC312789
Intermediate Similarity	0.8	NPC142087
Intermediate Similarity	0.8	NPC134621
Intermediate Similarity	0.8	NPC29577
Intermediate Similarity	0.8	NPC271288
Intermediate Similarity	0.8	NPC311144
Intermediate Similarity	0.8	NPC115861
Intermediate Similarity	0.8	NPC326500
Intermediate Similarity	0.7986	NPC62840
Intermediate Similarity	0.7986	NPC213216
Intermediate Similarity	0.7986	NPC293852
Intermediate Similarity	0.7986	NPC217083
Intermediate Similarity	0.7986	NPC59739
Intermediate Similarity	0.7986	NPC50898
Intermediate Similarity	0.7986	NPC226636
Intermediate Similarity	0.7986	NPC274121
Intermediate Similarity	0.7986	NPC299080
Intermediate Similarity	0.7986	NPC214236
Intermediate Similarity	0.7986	NPC78803
Intermediate Similarity	0.7986	NPC200694
Intermediate Similarity	0.7986	NPC11561
Intermediate Similarity	0.7986	NPC202981
Intermediate Similarity	0.7986	NPC78540
Intermediate Similarity	0.7984	NPC183154
Intermediate Similarity	0.7984	NPC45104
Intermediate Similarity	0.7984	NPC263754
Intermediate Similarity	0.7973	NPC151973
Intermediate Similarity	0.7972	NPC221173
Intermediate Similarity	0.7972	NPC188243
Intermediate Similarity	0.7972	NPC307990
Intermediate Similarity	0.7972	NPC475680
Intermediate Similarity	0.7972	NPC6407
Intermediate Similarity	0.7972	NPC305355
Intermediate Similarity	0.7972	NPC16455
Intermediate Similarity	0.7972	NPC110228
Intermediate Similarity	0.7972	NPC474037
Intermediate Similarity	0.7972	NPC69769
Intermediate Similarity	0.7971	NPC112192
Intermediate Similarity	0.7971	NPC66384
Intermediate Similarity	0.7971	NPC128348
Intermediate Similarity	0.7971	NPC309717

Drug Structure

NPD3268 OpenBabel08211703112D 24 26 0 0 1 0 0 0 0 0999 V2000 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 16 2 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 20 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000770
DrugBank	DB00682
ChEMBL	CHEMBL1464
IUPHAR/BPS	6853
PharmaGKB	PA451906
KEGG Drug
PubChem CID	54678486
ChEBI	87732
CAS Number	81-81-2

Drug Properties

Molecular Weight	308.10
ALogP	-0.732
MLogP	3.11
XLogP	5.519
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	63.6
RO5 Violation	1