NPASS drugs

Drug Information

Drug ID:	NPD3252
Drug Name:
Molecular Formula:	C19H15NO6
Canonical SMILES:	CC(=O)CC(c1c(O)oc2c(c1=O)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/h2-9,15,23H,10H2,1H3
Standard InCHIKey:	WWBYDEQHYAEHLT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3252

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	244
0.1-0.2	1415
0.2-0.3	3505
0.3-0.4	8727
0.4-0.5	3450
0.5-0.6	10117
0.6-0.7	3408
0.7-0.8	24
0.8-0.85	0
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	0.7358	NPC85661
Intermediate Similarity	0.7351	NPC470092
Intermediate Similarity	0.733	NPC38961
Intermediate Similarity	0.7306	NPC46679
Intermediate Similarity	0.7268	NPC171882
Intermediate Similarity	0.7268	NPC121510
Intermediate Similarity	0.7182	NPC288305
Intermediate Similarity	0.7181	NPC470023
Intermediate Similarity	0.7171	NPC201284
Intermediate Similarity	0.7168	NPC93653
Intermediate Similarity	0.7157	NPC91234
Intermediate Similarity	0.7143	NPC470021
Intermediate Similarity	0.7107	NPC61731
Intermediate Similarity	0.7107	NPC186569
Intermediate Similarity	0.7085	NPC290227
Intermediate Similarity	0.7059	NPC54243
Intermediate Similarity	0.705	NPC240684
Intermediate Similarity	0.7035	NPC124658
Intermediate Similarity	0.7035	NPC227361
Intermediate Similarity	0.7033	NPC85613
Intermediate Similarity	0.7025	NPC474264
Intermediate Similarity	0.7012	NPC471316
Intermediate Similarity	0.7006	NPC282578
Intermediate Similarity	0.7006	NPC56332
Remote Similarity	0.6993	NPC32298
Remote Similarity	0.6962	NPC314278
Remote Similarity	0.6948	NPC35744
Remote Similarity	0.6946	NPC256422
Remote Similarity	0.6943	NPC93730
Remote Similarity	0.694	NPC283810
Remote Similarity	0.6933	NPC287533
Remote Similarity	0.6905	NPC323798
Remote Similarity	0.6899	NPC193805
Remote Similarity	0.6878	NPC1820
Remote Similarity	0.6875	NPC298884
Remote Similarity	0.6871	NPC474340
Remote Similarity	0.6867	NPC213603
Remote Similarity	0.6855	NPC2771
Remote Similarity	0.6854	NPC299582
Remote Similarity	0.6852	NPC7569
Remote Similarity	0.6852	NPC2989
Remote Similarity	0.6848	NPC5167
Remote Similarity	0.6832	NPC125887
Remote Similarity	0.6831	NPC9475
Remote Similarity	0.6829	NPC182428
Remote Similarity	0.6826	NPC116632
Remote Similarity	0.6826	NPC181124
Remote Similarity	0.6826	NPC294409
Remote Similarity	0.6826	NPC162680
Remote Similarity	0.6826	NPC303644
Remote Similarity	0.6826	NPC209560
Remote Similarity	0.6826	NPC7013
Remote Similarity	0.6824	NPC53016
Remote Similarity	0.6815	NPC314329
Remote Similarity	0.681	NPC301717
Remote Similarity	0.681	NPC141549
Remote Similarity	0.6807	NPC141934
Remote Similarity	0.6798	NPC204867
Remote Similarity	0.679	NPC57552
Remote Similarity	0.679	NPC314473
Remote Similarity	0.679	NPC473019
Remote Similarity	0.6788	NPC223354
Remote Similarity	0.6788	NPC1249
Remote Similarity	0.6786	NPC279668
Remote Similarity	0.6786	NPC301702
Remote Similarity	0.6786	NPC90665
Remote Similarity	0.6786	NPC309154
Remote Similarity	0.6786	NPC55162
Remote Similarity	0.6786	NPC12175
Remote Similarity	0.6786	NPC1268
Remote Similarity	0.6786	NPC278323
Remote Similarity	0.6784	NPC313039
Remote Similarity	0.6784	NPC473976
Remote Similarity	0.6784	NPC109812
Remote Similarity	0.6784	NPC198459
Remote Similarity	0.6784	NPC131043
Remote Similarity	0.6776	NPC279916
Remote Similarity	0.6774	NPC171023
Remote Similarity	0.677	NPC22783
Remote Similarity	0.6766	NPC477534
Remote Similarity	0.6754	NPC206109
Remote Similarity	0.6754	NPC114039
Remote Similarity	0.675	NPC4164
Remote Similarity	0.6748	NPC278787
Remote Similarity	0.6747	NPC316574
Remote Similarity	0.6747	NPC298900
Remote Similarity	0.6746	NPC295384
Remote Similarity	0.6742	NPC199737
Remote Similarity	0.6736	NPC308895
Remote Similarity	0.6727	NPC477536
Remote Similarity	0.6726	NPC228661
Remote Similarity	0.6726	NPC103001
Remote Similarity	0.6725	NPC1534
Remote Similarity	0.6725	NPC202981
Remote Similarity	0.6708	NPC237868
Remote Similarity	0.6707	NPC234560
Remote Similarity	0.6707	NPC137264
Remote Similarity	0.6707	NPC324929
Remote Similarity	0.6707	NPC39426
Remote Similarity	0.6707	NPC324488
Remote Similarity	0.6706	NPC213659
Remote Similarity	0.6706	NPC204985
Remote Similarity	0.6706	NPC101366
Remote Similarity	0.6706	NPC172250
Remote Similarity	0.6706	NPC219917
Remote Similarity	0.6706	NPC215311
Remote Similarity	0.6706	NPC144118
Remote Similarity	0.6706	NPC48624
Remote Similarity	0.6706	NPC265178
Remote Similarity	0.6706	NPC326109
Remote Similarity	0.6706	NPC124365
Remote Similarity	0.6706	NPC80962
Remote Similarity	0.6706	NPC259166
Remote Similarity	0.6705	NPC144691
Remote Similarity	0.6705	NPC25844
Remote Similarity	0.67	NPC90185
Remote Similarity	0.6687	NPC292998
Remote Similarity	0.6686	NPC472368
Remote Similarity	0.6686	NPC473988
Remote Similarity	0.6667	NPC69755
Remote Similarity	0.6667	NPC52789
Remote Similarity	0.6667	NPC116007
Remote Similarity	0.6667	NPC469404
Remote Similarity	0.6667	NPC87545
Remote Similarity	0.6667	NPC235428
Remote Similarity	0.6667	NPC186097
Remote Similarity	0.6667	NPC475009
Remote Similarity	0.6667	NPC293387
Remote Similarity	0.6667	NPC24075
Remote Similarity	0.6667	NPC478018
Remote Similarity	0.6667	NPC55832
Remote Similarity	0.6667	NPC254741
Remote Similarity	0.6667	NPC475008
Remote Similarity	0.6667	NPC232021
Remote Similarity	0.6667	NPC268204
Remote Similarity	0.6667	NPC41721
Remote Similarity	0.6667	NPC26051
Remote Similarity	0.6667	NPC470841
Remote Similarity	0.6667	NPC40118
Remote Similarity	0.6667	NPC262359
Remote Similarity	0.6667	NPC126534
Remote Similarity	0.6649	NPC315631
Remote Similarity	0.6648	NPC475983
Remote Similarity	0.6647	NPC286336
Remote Similarity	0.6647	NPC283429
Remote Similarity	0.6647	NPC184649
Remote Similarity	0.6647	NPC477537
Remote Similarity	0.6647	NPC303185
Remote Similarity	0.6647	NPC476055
Remote Similarity	0.6647	NPC136095
Remote Similarity	0.6647	NPC22222
Remote Similarity	0.6647	NPC47152
Remote Similarity	0.6647	NPC281513
Remote Similarity	0.6647	NPC473951
Remote Similarity	0.6647	NPC477956
Remote Similarity	0.6647	NPC109232
Remote Similarity	0.6646	NPC115998
Remote Similarity	0.6646	NPC39753
Remote Similarity	0.6633	NPC301292
Remote Similarity	0.6633	NPC313112
Remote Similarity	0.6628	NPC297600
Remote Similarity	0.6627	NPC212767
Remote Similarity	0.6627	NPC87231
Remote Similarity	0.6627	NPC250266
Remote Similarity	0.6627	NPC257756
Remote Similarity	0.6627	NPC212631
Remote Similarity	0.6627	NPC153979
Remote Similarity	0.6627	NPC205468
Remote Similarity	0.6627	NPC129132
Remote Similarity	0.6627	NPC266597
Remote Similarity	0.6626	NPC475017
Remote Similarity	0.6625	NPC182646
Remote Similarity	0.6616	NPC15987
Remote Similarity	0.6616	NPC288759
Remote Similarity	0.6612	NPC112336
Remote Similarity	0.6612	NPC474814
Remote Similarity	0.6609	NPC154217
Remote Similarity	0.6609	NPC477955
Remote Similarity	0.6609	NPC299011
Remote Similarity	0.6608	NPC253822
Remote Similarity	0.6608	NPC172986
Remote Similarity	0.6608	NPC235239
Remote Similarity	0.6608	NPC261227
Remote Similarity	0.6608	NPC270883
Remote Similarity	0.6608	NPC11056
Remote Similarity	0.6607	NPC131039
Remote Similarity	0.6607	NPC77955
Remote Similarity	0.6606	NPC205360
Remote Similarity	0.6606	NPC125153
Remote Similarity	0.6603	NPC469954
Remote Similarity	0.659	NPC315829
Remote Similarity	0.659	NPC475705
Remote Similarity	0.659	NPC306816
Remote Similarity	0.659	NPC11700
Remote Similarity	0.659	NPC476178
Remote Similarity	0.659	NPC117836
Remote Similarity	0.659	NPC51887
Remote Similarity	0.659	NPC113770
Remote Similarity	0.6588	NPC223336
Remote Similarity	0.6588	NPC21350

Drug Structure

NPD3252 OpenBabel08211703112D 27 29 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 3.4641 -1.0000 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 5.1962 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 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 5.1962 -1.0000 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 2.5981 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -1.0000 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 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 2.0000 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 1 0 0 0 0 17 19 2 0 0 0 0 18 22 2 0 0 0 0 19 23 1 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 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000772
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9052
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.09
ALogP	0.0574
MLogP	2.78
XLogP	4.463
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	106.74
RO5 Violation	0