NPASS drugs

Drug Information

Drug ID:	NPD2797
Drug Name:	Phenprocoumon
Molecular Formula:	C18H16O3
Canonical SMILES:	CCC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
Standard InCHI:	InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3
Standard InCHIKey:	DQDAYGNAKTZFIW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2797

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	197
0.1-0.2	1014
0.2-0.3	1933
0.3-0.4	4643
0.4-0.5	8596
0.5-0.6	2966
0.6-0.7	6791
0.7-0.8	4572
0.8-0.85	155
0.85-0.9	19
0.9-0.95	3
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	0.9593	NPC2989
High Similarity	0.9492	NPC474874
High Similarity	0.9153	NPC33717
High Similarity	0.9048	NPC238309
High Similarity	0.8952	NPC89630
High Similarity	0.8852	NPC193193
High Similarity	0.8852	NPC31314
High Similarity	0.88	NPC229113
High Similarity	0.877	NPC264976
High Similarity	0.8657	NPC71903
High Similarity	0.8644	NPC141068
High Similarity	0.8595	NPC51345
High Similarity	0.8593	NPC170812
High Similarity	0.8593	NPC310370
High Similarity	0.8593	NPC155552
High Similarity	0.8593	NPC183642
High Similarity	0.8582	NPC148738
High Similarity	0.8582	NPC319870
High Similarity	0.8582	NPC73078
High Similarity	0.8582	NPC327612
High Similarity	0.855	NPC307289
High Similarity	0.8538	NPC32463
High Similarity	0.8504	NPC193805
Intermediate Similarity	0.8492	NPC311219
Intermediate Similarity	0.8478	NPC71739
Intermediate Similarity	0.8462	NPC474289
Intermediate Similarity	0.8438	NPC88403
Intermediate Similarity	0.8438	NPC168259
Intermediate Similarity	0.8433	NPC246177
Intermediate Similarity	0.8433	NPC317045
Intermediate Similarity	0.8429	NPC142863
Intermediate Similarity	0.8359	NPC107846
Intermediate Similarity	0.8357	NPC154217
Intermediate Similarity	0.8346	NPC287533
Intermediate Similarity	0.8345	NPC112791
Intermediate Similarity	0.8345	NPC196459
Intermediate Similarity	0.8345	NPC188632
Intermediate Similarity	0.8345	NPC295696
Intermediate Similarity	0.8345	NPC94794
Intermediate Similarity	0.8345	NPC87609
Intermediate Similarity	0.8345	NPC470296
Intermediate Similarity	0.8309	NPC307883
Intermediate Similarity	0.8308	NPC243688
Intermediate Similarity	0.8308	NPC161322
Intermediate Similarity	0.8306	NPC183154
Intermediate Similarity	0.8306	NPC263754
Intermediate Similarity	0.8306	NPC45104
Intermediate Similarity	0.8296	NPC223616
Intermediate Similarity	0.8295	NPC4164
Intermediate Similarity	0.8286	NPC196137
Intermediate Similarity	0.8286	NPC469935
Intermediate Similarity	0.8286	NPC1886
Intermediate Similarity	0.8286	NPC178627
Intermediate Similarity	0.8284	NPC131950
Intermediate Similarity	0.8281	NPC315807
Intermediate Similarity	0.8273	NPC36181
Intermediate Similarity	0.8268	NPC52247
Intermediate Similarity	0.8264	NPC233238
Intermediate Similarity	0.8258	NPC327457
Intermediate Similarity	0.8258	NPC39753
Intermediate Similarity	0.8258	NPC475102
Intermediate Similarity	0.8258	NPC115998
Intermediate Similarity	0.8258	NPC86774
Intermediate Similarity	0.8254	NPC168050
Intermediate Similarity	0.825	NPC149545
Intermediate Similarity	0.8235	NPC471068
Intermediate Similarity	0.8235	NPC471069
Intermediate Similarity	0.8227	NPC181388
Intermediate Similarity	0.8227	NPC470322
Intermediate Similarity	0.8226	NPC19290
Intermediate Similarity	0.8222	NPC61499
Intermediate Similarity	0.8195	NPC137264
Intermediate Similarity	0.8188	NPC254994
Intermediate Similarity	0.8182	NPC187907
Intermediate Similarity	0.8182	NPC197425
Intermediate Similarity	0.8175	NPC471072
Intermediate Similarity	0.8175	NPC471071
Intermediate Similarity	0.8175	NPC54243
Intermediate Similarity	0.8175	NPC471070
Intermediate Similarity	0.8169	NPC297886
Intermediate Similarity	0.8169	NPC249942
Intermediate Similarity	0.8168	NPC142087
Intermediate Similarity	0.8168	NPC95034
Intermediate Similarity	0.8162	NPC115861
Intermediate Similarity	0.8156	NPC287275
Intermediate Similarity	0.8154	NPC93219
Intermediate Similarity	0.8154	NPC244495
Intermediate Similarity	0.814	NPC248786
Intermediate Similarity	0.814	NPC93730
Intermediate Similarity	0.813	NPC109241
Intermediate Similarity	0.8125	NPC187868
Intermediate Similarity	0.8112	NPC161864
Intermediate Similarity	0.8112	NPC469933
Intermediate Similarity	0.8112	NPC208303
Intermediate Similarity	0.8112	NPC146388
Intermediate Similarity	0.811	NPC230951
Intermediate Similarity	0.8106	NPC2401
Intermediate Similarity	0.8106	NPC176590
Intermediate Similarity	0.8106	NPC81261
Intermediate Similarity	0.8102	NPC13408
Intermediate Similarity	0.8102	NPC131198
Intermediate Similarity	0.8099	NPC259554
Intermediate Similarity	0.8099	NPC57470
Intermediate Similarity	0.8099	NPC153758
Intermediate Similarity	0.8099	NPC60389
Intermediate Similarity	0.8095	NPC293424
Intermediate Similarity	0.8095	NPC32298
Intermediate Similarity	0.8092	NPC474476
Intermediate Similarity	0.8088	NPC281169
Intermediate Similarity	0.8088	NPC66705
Intermediate Similarity	0.8088	NPC298900
Intermediate Similarity	0.8088	NPC291119
Intermediate Similarity	0.8077	NPC91475
Intermediate Similarity	0.8077	NPC140521
Intermediate Similarity	0.8077	NPC265910
Intermediate Similarity	0.8074	NPC54503
Intermediate Similarity	0.8074	NPC472591
Intermediate Similarity	0.8074	NPC55147
Intermediate Similarity	0.8071	NPC24075
Intermediate Similarity	0.8071	NPC229916
Intermediate Similarity	0.8071	NPC282300
Intermediate Similarity	0.8067	NPC139891
Intermediate Similarity	0.8065	NPC114144
Intermediate Similarity	0.8062	NPC302211
Intermediate Similarity	0.8058	NPC303633
Intermediate Similarity	0.8058	NPC473209
Intermediate Similarity	0.8058	NPC55018
Intermediate Similarity	0.8058	NPC220062
Intermediate Similarity	0.8058	NPC301217
Intermediate Similarity	0.8058	NPC96565
Intermediate Similarity	0.8058	NPC216978
Intermediate Similarity	0.8056	NPC19238
Intermediate Similarity	0.8056	NPC469932
Intermediate Similarity	0.8056	NPC146014
Intermediate Similarity	0.8056	NPC103116
Intermediate Similarity	0.8049	NPC280760
Intermediate Similarity	0.8047	NPC322569
Intermediate Similarity	0.8043	NPC35501
Intermediate Similarity	0.8043	NPC37428
Intermediate Similarity	0.8043	NPC144512
Intermediate Similarity	0.8043	NPC221046
Intermediate Similarity	0.8043	NPC137262
Intermediate Similarity	0.8043	NPC228661
Intermediate Similarity	0.8043	NPC103001
Intermediate Similarity	0.8043	NPC332594
Intermediate Similarity	0.8043	NPC278600
Intermediate Similarity	0.8043	NPC47040
Intermediate Similarity	0.8042	NPC180477
Intermediate Similarity	0.8042	NPC140120
Intermediate Similarity	0.8031	NPC35744
Intermediate Similarity	0.803	NPC224774
Intermediate Similarity	0.803	NPC22783
Intermediate Similarity	0.803	NPC121740
Intermediate Similarity	0.803	NPC258567
Intermediate Similarity	0.803	NPC41721
Intermediate Similarity	0.8028	NPC29577
Intermediate Similarity	0.8028	NPC469953
Intermediate Similarity	0.8028	NPC134621
Intermediate Similarity	0.8015	NPC27394
Intermediate Similarity	0.8015	NPC249836
Intermediate Similarity	0.8014	NPC251372
Intermediate Similarity	0.8014	NPC1534
Intermediate Similarity	0.8	NPC284550
Intermediate Similarity	0.8	NPC474735
Intermediate Similarity	0.8	NPC172986
Intermediate Similarity	0.8	NPC270883
Intermediate Similarity	0.8	NPC261227
Intermediate Similarity	0.8	NPC235239
Intermediate Similarity	0.8	NPC305355
Intermediate Similarity	0.8	NPC150522
Intermediate Similarity	0.8	NPC129853
Intermediate Similarity	0.8	NPC113006
Intermediate Similarity	0.8	NPC159275
Intermediate Similarity	0.8	NPC470160
Intermediate Similarity	0.8	NPC241100
Intermediate Similarity	0.8	NPC296526
Intermediate Similarity	0.8	NPC76445
Intermediate Similarity	0.8	NPC475680
Intermediate Similarity	0.7986	NPC201395
Intermediate Similarity	0.7986	NPC79372
Intermediate Similarity	0.7986	NPC476191
Intermediate Similarity	0.7985	NPC7569
Intermediate Similarity	0.7985	NPC109778
Intermediate Similarity	0.7985	NPC146615
Intermediate Similarity	0.7985	NPC12694
Intermediate Similarity	0.7972	NPC237208
Intermediate Similarity	0.7972	NPC211565
Intermediate Similarity	0.7971	NPC127447
Intermediate Similarity	0.7971	NPC29353
Intermediate Similarity	0.7971	NPC231772
Intermediate Similarity	0.7971	NPC194281
Intermediate Similarity	0.7971	NPC47815
Intermediate Similarity	0.7971	NPC473887
Intermediate Similarity	0.7971	NPC474886
Intermediate Similarity	0.7971	NPC234133
Intermediate Similarity	0.7971	NPC124784
Intermediate Similarity	0.797	NPC219923
Intermediate Similarity	0.797	NPC2596
Intermediate Similarity	0.797	NPC157212
Intermediate Similarity	0.797	NPC469453

Drug Structure

NPD2797 OpenBabel08211702552D 22 24 0 0 1 0 0 0 0 0999 V2000 0.8660 -3.5000 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 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 2.5981 -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 -1.5000 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 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 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 2 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 14 2 0 0 0 0 11 15 2 0 0 0 0 12 13 1 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000771
DrugBank	DB00946
ChEMBL	CHEMBL1465
IUPHAR/BPS	6839
PharmaGKB	PA450921
KEGG Drug
PubChem CID	54680692
ChEBI	50438
CAS Number	435-97-2

Drug Properties

Molecular Weight	280.11
ALogP	-0.7496
MLogP	3.11
XLogP	6.917
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	46.53
RO5 Violation	1