NPASS drugs

Drug Information

Drug ID:	NPD2798
Drug Name:	Phenprocoumon
Molecular Formula:	C18H16O3
Canonical SMILES:	CCC(c1c(O)oc2c(c1=O)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/h3-11,13,20H,2H2,1H3
Standard InCHIKey:	QNDUUBVQYBBRBW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2798

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	211
0.1-0.2	1168
0.2-0.3	2165
0.3-0.4	5120
0.4-0.5	8173
0.5-0.6	2742
0.6-0.7	6756
0.7-0.8	4319
0.8-0.85	224
0.85-0.9	10
0.9-0.95	2
0.95-1	0

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	0.9412	NPC470092
High Similarity	0.9008	NPC201284
High Similarity	0.8852	NPC54243
High Similarity	0.877	NPC32298
High Similarity	0.874	NPC474264
High Similarity	0.873	NPC56332
High Similarity	0.8699	NPC35744
High Similarity	0.8651	NPC93730
High Similarity	0.8583	NPC193805
High Similarity	0.8527	NPC298884
High Similarity	0.8516	NPC2771
High Similarity	0.8512	NPC279916
Intermediate Similarity	0.8492	NPC314329
Intermediate Similarity	0.8485	NPC474340
Intermediate Similarity	0.8473	NPC7569
Intermediate Similarity	0.8468	NPC171023
Intermediate Similarity	0.8462	NPC125887
Intermediate Similarity	0.8444	NPC213603
Intermediate Similarity	0.8421	NPC477536
Intermediate Similarity	0.8409	NPC301717
Intermediate Similarity	0.8397	NPC57552
Intermediate Similarity	0.8387	NPC469954
Intermediate Similarity	0.8385	NPC22783
Intermediate Similarity	0.8358	NPC223354
Intermediate Similarity	0.8333	NPC278787
Intermediate Similarity	0.8309	NPC477534
Intermediate Similarity	0.8296	NPC298900
Intermediate Similarity	0.8295	NPC470162
Intermediate Similarity	0.8295	NPC470163
Intermediate Similarity	0.8286	NPC109812
Intermediate Similarity	0.8286	NPC131043
Intermediate Similarity	0.8286	NPC313039
Intermediate Similarity	0.8286	NPC198459
Intermediate Similarity	0.8286	NPC473976
Intermediate Similarity	0.8284	NPC182428
Intermediate Similarity	0.8271	NPC141549
Intermediate Similarity	0.8271	NPC324488
Intermediate Similarity	0.8258	NPC473019
Intermediate Similarity	0.8248	NPC228661
Intermediate Similarity	0.8248	NPC162680
Intermediate Similarity	0.8248	NPC7013
Intermediate Similarity	0.8248	NPC209560
Intermediate Similarity	0.8248	NPC294409
Intermediate Similarity	0.8248	NPC116632
Intermediate Similarity	0.8248	NPC181124
Intermediate Similarity	0.8248	NPC303644
Intermediate Similarity	0.8244	NPC41721
Intermediate Similarity	0.8244	NPC470841
Intermediate Similarity	0.8235	NPC141934
Intermediate Similarity	0.8231	NPC4164
Intermediate Similarity	0.8226	NPC188907
Intermediate Similarity	0.8222	NPC292998
Intermediate Similarity	0.8222	NPC1249
Intermediate Similarity	0.8217	NPC182646
Intermediate Similarity	0.8214	NPC1534
Intermediate Similarity	0.8211	NPC53953
Intermediate Similarity	0.8209	NPC183103
Intermediate Similarity	0.8209	NPC186097
Intermediate Similarity	0.8209	NPC475009
Intermediate Similarity	0.8209	NPC475008
Intermediate Similarity	0.8201	NPC215311
Intermediate Similarity	0.8201	NPC144118
Intermediate Similarity	0.8201	NPC204985
Intermediate Similarity	0.8201	NPC213659
Intermediate Similarity	0.8201	NPC326109
Intermediate Similarity	0.8201	NPC259166
Intermediate Similarity	0.8201	NPC172250
Intermediate Similarity	0.8201	NPC219917
Intermediate Similarity	0.8201	NPC80962
Intermediate Similarity	0.8201	NPC265178
Intermediate Similarity	0.8201	NPC48624
Intermediate Similarity	0.8195	NPC2989
Intermediate Similarity	0.8195	NPC39753
Intermediate Similarity	0.8195	NPC115998
Intermediate Similarity	0.8195	NPC245395
Intermediate Similarity	0.8188	NPC55162
Intermediate Similarity	0.8188	NPC309154
Intermediate Similarity	0.8188	NPC12175
Intermediate Similarity	0.8188	NPC472368
Intermediate Similarity	0.8188	NPC1268
Intermediate Similarity	0.8188	NPC90665
Intermediate Similarity	0.8188	NPC278323
Intermediate Similarity	0.8188	NPC279668
Intermediate Similarity	0.8182	NPC475017
Intermediate Similarity	0.8175	NPC254741
Intermediate Similarity	0.8169	NPC25844
Intermediate Similarity	0.8162	NPC286336
Intermediate Similarity	0.8162	NPC22222
Intermediate Similarity	0.8162	NPC281513
Intermediate Similarity	0.816	NPC19290
Intermediate Similarity	0.8148	NPC287533
Intermediate Similarity	0.8143	NPC126534
Intermediate Similarity	0.8143	NPC268204
Intermediate Similarity	0.8143	NPC52789
Intermediate Similarity	0.8143	NPC40118
Intermediate Similarity	0.8143	NPC24075
Intermediate Similarity	0.8143	NPC469404
Intermediate Similarity	0.8143	NPC26051
Intermediate Similarity	0.8143	NPC232021
Intermediate Similarity	0.8143	NPC55832
Intermediate Similarity	0.8134	NPC137264
Intermediate Similarity	0.8129	NPC477956
Intermediate Similarity	0.8129	NPC283429
Intermediate Similarity	0.8129	NPC477537
Intermediate Similarity	0.8129	NPC295384
Intermediate Similarity	0.8129	NPC109232
Intermediate Similarity	0.812	NPC211120
Intermediate Similarity	0.812	NPC238309
Intermediate Similarity	0.812	NPC197425
Intermediate Similarity	0.812	NPC187907
Intermediate Similarity	0.8116	NPC103001
Intermediate Similarity	0.8116	NPC153979
Intermediate Similarity	0.8102	NPC234560
Intermediate Similarity	0.8102	NPC324929
Intermediate Similarity	0.8102	NPC39426
Intermediate Similarity	0.8102	NPC131039
Intermediate Similarity	0.8099	NPC476055
Intermediate Similarity	0.8095	NPC45104
Intermediate Similarity	0.8095	NPC217423
Intermediate Similarity	0.8092	NPC224657
Intermediate Similarity	0.8088	NPC337373
Intermediate Similarity	0.8088	NPC192304
Intermediate Similarity	0.8088	NPC159623
Intermediate Similarity	0.8088	NPC139813
Intermediate Similarity	0.8088	NPC18877
Intermediate Similarity	0.8088	NPC188646
Intermediate Similarity	0.8088	NPC56031
Intermediate Similarity	0.8088	NPC204960
Intermediate Similarity	0.8088	NPC263670
Intermediate Similarity	0.8088	NPC20560
Intermediate Similarity	0.8088	NPC294593
Intermediate Similarity	0.8088	NPC144051
Intermediate Similarity	0.8088	NPC82225
Intermediate Similarity	0.8088	NPC472365
Intermediate Similarity	0.8088	NPC175098
Intermediate Similarity	0.8088	NPC242294
Intermediate Similarity	0.8088	NPC28753
Intermediate Similarity	0.8088	NPC312318
Intermediate Similarity	0.8085	NPC53016
Intermediate Similarity	0.8085	NPC297600
Intermediate Similarity	0.8085	NPC202981
Intermediate Similarity	0.8077	NPC473942
Intermediate Similarity	0.8077	NPC472888
Intermediate Similarity	0.8074	NPC313618
Intermediate Similarity	0.8074	NPC470160
Intermediate Similarity	0.8074	NPC284424
Intermediate Similarity	0.8074	NPC262359
Intermediate Similarity	0.8074	NPC118253
Intermediate Similarity	0.8074	NPC308037
Intermediate Similarity	0.8074	NPC64359
Intermediate Similarity	0.8071	NPC475680
Intermediate Similarity	0.8071	NPC270883
Intermediate Similarity	0.8071	NPC253822
Intermediate Similarity	0.8071	NPC261227
Intermediate Similarity	0.8071	NPC305355
Intermediate Similarity	0.8071	NPC101366
Intermediate Similarity	0.8071	NPC11056
Intermediate Similarity	0.8071	NPC172986
Intermediate Similarity	0.8071	NPC235239
Intermediate Similarity	0.8071	NPC124365
Intermediate Similarity	0.806	NPC228184
Intermediate Similarity	0.8058	NPC21350
Intermediate Similarity	0.8047	NPC246214
Intermediate Similarity	0.8045	NPC196034
Intermediate Similarity	0.8043	NPC249606
Intermediate Similarity	0.8043	NPC274109
Intermediate Similarity	0.8043	NPC12165
Intermediate Similarity	0.8043	NPC477244
Intermediate Similarity	0.8043	NPC473391
Intermediate Similarity	0.8043	NPC477243
Intermediate Similarity	0.8043	NPC186838
Intermediate Similarity	0.8043	NPC41461
Intermediate Similarity	0.8043	NPC25287
Intermediate Similarity	0.8043	NPC476333
Intermediate Similarity	0.8043	NPC235428
Intermediate Similarity	0.8043	NPC66349
Intermediate Similarity	0.8043	NPC1486
Intermediate Similarity	0.8043	NPC13408
Intermediate Similarity	0.8043	NPC98115
Intermediate Similarity	0.8043	NPC168105
Intermediate Similarity	0.8043	NPC301341
Intermediate Similarity	0.8043	NPC477242
Intermediate Similarity	0.8043	NPC24394
Intermediate Similarity	0.8043	NPC472367
Intermediate Similarity	0.8043	NPC150399
Intermediate Similarity	0.8043	NPC87545
Intermediate Similarity	0.8043	NPC472364
Intermediate Similarity	0.8042	NPC299011
Intermediate Similarity	0.8042	NPC154217
Intermediate Similarity	0.8042	NPC477955
Intermediate Similarity	0.803	NPC474737
Intermediate Similarity	0.803	NPC237868
Intermediate Similarity	0.8028	NPC475705
Intermediate Similarity	0.8028	NPC117836
Intermediate Similarity	0.8028	NPC51887
Intermediate Similarity	0.8028	NPC11700
Intermediate Similarity	0.8028	NPC476178
Intermediate Similarity	0.8016	NPC477453
Intermediate Similarity	0.8015	NPC89630
Intermediate Similarity	0.8015	NPC473655

Drug Structure

NPD2798 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 1.7321 1.0000 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 1 0 0 0 0 16 18 2 0 0 0 0 17 19 2 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	280.11
ALogP	-0.6203
MLogP	3.11
XLogP	7.029
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	46.53
RO5 Violation	1