NPASS drugs

Drug Information

Drug ID:	NPD3251
Drug Name:	Acenocoumarol
Molecular Formula:	C19H15NO6
Canonical SMILES:	CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccc(cc1)N(=O)=O
Standard InCHI:	InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
Standard InCHIKey:	VABCILAOYCMVPS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3251

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	225
0.1-0.2	1243
0.2-0.3	3253
0.3-0.4	8615
0.4-0.5	3633
0.5-0.6	10250
0.6-0.7	3656
0.7-0.8	14
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.8026	NPC2989
Intermediate Similarity	0.7333	NPC288305
Intermediate Similarity	0.7303	NPC474874
Intermediate Similarity	0.729	NPC229113
Intermediate Similarity	0.7205	NPC287533
Intermediate Similarity	0.717	NPC238309
Intermediate Similarity	0.7143	NPC85661
Intermediate Similarity	0.7092	NPC46679
Intermediate Similarity	0.7072	NPC9475
Intermediate Similarity	0.707	NPC89630
Intermediate Similarity	0.7056	NPC121510
Intermediate Similarity	0.7056	NPC171882
Intermediate Similarity	0.705	NPC290227
Intermediate Similarity	0.7039	NPC33717
Intermediate Similarity	0.7015	NPC240684
Remote Similarity	0.6988	NPC148738
Remote Similarity	0.6988	NPC319870
Remote Similarity	0.6988	NPC73078
Remote Similarity	0.6988	NPC327612
Remote Similarity	0.6978	NPC315631
Remote Similarity	0.6968	NPC193193
Remote Similarity	0.6968	NPC31314
Remote Similarity	0.6959	NPC154217
Remote Similarity	0.695	NPC91234
Remote Similarity	0.6946	NPC71903
Remote Similarity	0.6941	NPC94794
Remote Similarity	0.6941	NPC196459
Remote Similarity	0.6941	NPC112791
Remote Similarity	0.6941	NPC470296
Remote Similarity	0.6941	NPC87609
Remote Similarity	0.6941	NPC188632
Remote Similarity	0.6939	NPC38961
Remote Similarity	0.6933	NPC307289
Remote Similarity	0.6931	NPC475411
Remote Similarity	0.6919	NPC142863
Remote Similarity	0.6918	NPC314278
Remote Similarity	0.6905	NPC183642
Remote Similarity	0.6905	NPC310370
Remote Similarity	0.6905	NPC155552
Remote Similarity	0.6905	NPC170812
Remote Similarity	0.6903	NPC264976
Remote Similarity	0.6901	NPC469935
Remote Similarity	0.6901	NPC1886
Remote Similarity	0.6901	NPC196137
Remote Similarity	0.6901	NPC178627
Remote Similarity	0.6882	NPC36181
Remote Similarity	0.6867	NPC246177
Remote Similarity	0.6867	NPC317045
Remote Similarity	0.686	NPC181388
Remote Similarity	0.686	NPC470322
Remote Similarity	0.6859	NPC168050
Remote Similarity	0.6859	NPC471825
Remote Similarity	0.6855	NPC193805
Remote Similarity	0.6852	NPC474289
Remote Similarity	0.6842	NPC71739
Remote Similarity	0.6835	NPC311219
Remote Similarity	0.6821	NPC297886
Remote Similarity	0.6821	NPC249942
Remote Similarity	0.6816	NPC61731
Remote Similarity	0.6816	NPC186569
Remote Similarity	0.6813	NPC168259
Remote Similarity	0.6813	NPC88403
Remote Similarity	0.681	NPC32463
Remote Similarity	0.6793	NPC127082
Remote Similarity	0.6786	NPC103001
Remote Similarity	0.6784	NPC17760
Remote Similarity	0.6782	NPC469933
Remote Similarity	0.6782	NPC208303
Remote Similarity	0.6782	NPC161864
Remote Similarity	0.6778	NPC314861
Remote Similarity	0.6768	NPC137264
Remote Similarity	0.6766	NPC223616
Remote Similarity	0.6765	NPC323798
Remote Similarity	0.6765	NPC190945
Remote Similarity	0.6765	NPC282578
Remote Similarity	0.6763	NPC153758
Remote Similarity	0.6763	NPC57470
Remote Similarity	0.6761	NPC36836
Remote Similarity	0.6761	NPC63370
Remote Similarity	0.6755	NPC141068
Remote Similarity	0.6754	NPC28510
Remote Similarity	0.6753	NPC51345
Remote Similarity	0.675	NPC107846
Remote Similarity	0.6749	NPC227361
Remote Similarity	0.6749	NPC124658
Remote Similarity	0.6746	NPC201395
Remote Similarity	0.6744	NPC470216
Remote Similarity	0.6744	NPC295696
Remote Similarity	0.6743	NPC19238
Remote Similarity	0.6743	NPC6923
Remote Similarity	0.6743	NPC469932
Remote Similarity	0.6743	NPC146014
Remote Similarity	0.6726	NPC194281
Remote Similarity	0.6726	NPC127447
Remote Similarity	0.6726	NPC473887
Remote Similarity	0.6726	NPC29353
Remote Similarity	0.6726	NPC47815
Remote Similarity	0.6726	NPC234133
Remote Similarity	0.6726	NPC13408
Remote Similarity	0.6726	NPC124784
Remote Similarity	0.6726	NPC231772
Remote Similarity	0.6725	NPC24075
Remote Similarity	0.6725	NPC282300
Remote Similarity	0.6724	NPC140120
Remote Similarity	0.6724	NPC180477
Remote Similarity	0.6716	NPC477825
Remote Similarity	0.6708	NPC4164
Remote Similarity	0.6707	NPC66705
Remote Similarity	0.6707	NPC115998
Remote Similarity	0.6707	NPC61499
Remote Similarity	0.6707	NPC298900
Remote Similarity	0.6707	NPC39753
Remote Similarity	0.6706	NPC254994
Remote Similarity	0.6706	NPC18260
Remote Similarity	0.6706	NPC216978
Remote Similarity	0.6706	NPC303633
Remote Similarity	0.6706	NPC136095
Remote Similarity	0.6706	NPC78913
Remote Similarity	0.6706	NPC96565
Remote Similarity	0.6706	NPC301217
Remote Similarity	0.6706	NPC55018
Remote Similarity	0.6706	NPC220062
Remote Similarity	0.6706	NPC473209
Remote Similarity	0.6705	NPC287275
Remote Similarity	0.6705	NPC469953
Remote Similarity	0.6705	NPC60413
Remote Similarity	0.6705	NPC474735
Remote Similarity	0.6701	NPC470023
Remote Similarity	0.67	NPC477827
Remote Similarity	0.67	NPC477826
Remote Similarity	0.6687	NPC315807
Remote Similarity	0.6686	NPC266597
Remote Similarity	0.6686	NPC228661
Remote Similarity	0.6686	NPC250266
Remote Similarity	0.6686	NPC332594
Remote Similarity	0.6686	NPC221046
Remote Similarity	0.6686	NPC202981
Remote Similarity	0.6686	NPC146388
Remote Similarity	0.6686	NPC307883
Remote Similarity	0.6686	NPC1534
Remote Similarity	0.6686	NPC251372
Remote Similarity	0.6683	NPC301292
Remote Similarity	0.6683	NPC313112
Remote Similarity	0.6667	NPC284550
Remote Similarity	0.6667	NPC150522
Remote Similarity	0.6667	NPC290671
Remote Similarity	0.6667	NPC241100
Remote Similarity	0.6667	NPC288759
Remote Similarity	0.6667	NPC129853
Remote Similarity	0.6667	NPC172986
Remote Similarity	0.6667	NPC235239
Remote Similarity	0.6667	NPC261227
Remote Similarity	0.6667	NPC270883
Remote Similarity	0.6667	NPC15987
Remote Similarity	0.6667	NPC256422
Remote Similarity	0.6667	NPC115861
Remote Similarity	0.6667	NPC209142
Remote Similarity	0.6667	NPC159275
Remote Similarity	0.6667	NPC76445
Remote Similarity	0.6667	NPC313886
Remote Similarity	0.6667	NPC312549
Remote Similarity	0.6667	NPC470021
Remote Similarity	0.6649	NPC8467
Remote Similarity	0.6648	NPC469934
Remote Similarity	0.6648	NPC104236
Remote Similarity	0.6648	NPC164205
Remote Similarity	0.6648	NPC93653
Remote Similarity	0.6647	NPC213216
Remote Similarity	0.6647	NPC274121
Remote Similarity	0.6647	NPC50898
Remote Similarity	0.6647	NPC78540
Remote Similarity	0.6647	NPC196708
Remote Similarity	0.6647	NPC131950
Remote Similarity	0.6647	NPC118813
Remote Similarity	0.6647	NPC301702
Remote Similarity	0.6647	NPC11700
Remote Similarity	0.6647	NPC113770
Remote Similarity	0.6647	NPC473988
Remote Similarity	0.6646	NPC197425
Remote Similarity	0.6646	NPC314473
Remote Similarity	0.6628	NPC205006
Remote Similarity	0.6628	NPC156590
Remote Similarity	0.6628	NPC110969
Remote Similarity	0.6628	NPC118840
Remote Similarity	0.6628	NPC103362
Remote Similarity	0.6628	NPC64908
Remote Similarity	0.6628	NPC147688
Remote Similarity	0.6628	NPC229916
Remote Similarity	0.6628	NPC105648
Remote Similarity	0.6628	NPC470555
Remote Similarity	0.6627	NPC471069
Remote Similarity	0.6627	NPC471068
Remote Similarity	0.6627	NPC113006
Remote Similarity	0.6626	NPC161322
Remote Similarity	0.6615	NPC474059
Remote Similarity	0.6611	NPC199737
Remote Similarity	0.661	NPC151973
Remote Similarity	0.661	NPC295036
Remote Similarity	0.6609	NPC184649
Remote Similarity	0.6609	NPC303185

Drug Structure

NPD3251 OpenBabel08211703112D 27 29 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 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 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 -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 -3.4641 -0.0000 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 -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 -4.3301 -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 -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 -5.1962 -0.0000 0.0000 N 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 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 11 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 14 2 0 0 0 0 5 16 2 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 13 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 21 2 0 0 0 0 12 15 1 0 0 0 0 13 20 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 26 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 26 1 0 0 0 0 20 24 2 0 0 0 0 20 25 2 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000772
DrugBank	DB01418
ChEMBL	CHEMBL397420
IUPHAR/BPS	9015
PharmaGKB	PA452632
KEGG Drug	D07064
PubChem CID
ChEBI	53766
CAS Number	152-72-7

Drug Properties

Molecular Weight	353.09
ALogP	-0.0719
MLogP	2.78
XLogP	4.351
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	106.74
RO5 Violation	0