NPASS drugs

Drug Information

Drug ID:	NPD1899
Drug Name:
Molecular Formula:	C16H13NO7
Canonical SMILES:	CC(=O)Oc1ccccc1C(=O)Oc1cccc(c1)CON(=O)=O
Standard InCHI:	InChI=1S/C16H13NO7/c1-11(18)23-15-8-3-2-7-14(15)16(19)24-13-6-4-5-12(9-13)10-22-17(20)21/h2-9H,10H2,1H3
Standard InCHIKey:	IOJUJUOXKXMJNF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1899

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	213
0.1-0.2	1319
0.2-0.3	3011
0.3-0.4	7273
0.4-0.5	5621
0.5-0.6	3142
0.6-0.7	6501
0.7-0.8	3757
0.8-0.85	47
0.85-0.9	6
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
High Similarity	0.8889	NPC230951
High Similarity	0.8651	NPC217423
High Similarity	0.8651	NPC45104
High Similarity	0.8626	NPC4164
High Similarity	0.8538	NPC311219
High Similarity	0.8507	NPC238309
Intermediate Similarity	0.8496	NPC298884
Intermediate Similarity	0.8496	NPC264428
Intermediate Similarity	0.8492	NPC188907
Intermediate Similarity	0.8369	NPC136095
Intermediate Similarity	0.8358	NPC71525
Intermediate Similarity	0.8273	NPC66705
Intermediate Similarity	0.8271	NPC470163
Intermediate Similarity	0.8271	NPC470162
Intermediate Similarity	0.8271	NPC56332
Intermediate Similarity	0.8252	NPC24075
Intermediate Similarity	0.8231	NPC54243
Intermediate Similarity	0.8227	NPC103001
Intermediate Similarity	0.8209	NPC224657
Intermediate Similarity	0.8182	NPC314329
Intermediate Similarity	0.8175	NPC12694
Intermediate Similarity	0.8175	NPC473271
Intermediate Similarity	0.8168	NPC233282
Intermediate Similarity	0.8154	NPC32298
Intermediate Similarity	0.8148	NPC474264
Intermediate Similarity	0.814	NPC316062
Intermediate Similarity	0.8116	NPC301717
Intermediate Similarity	0.8092	NPC35744
Intermediate Similarity	0.8092	NPC98748
Intermediate Similarity	0.8092	NPC201284
Intermediate Similarity	0.8088	NPC41721
Intermediate Similarity	0.8085	NPC77955
Intermediate Similarity	0.8074	NPC2771
Intermediate Similarity	0.8058	NPC470160
Intermediate Similarity	0.8058	NPC474340
Intermediate Similarity	0.8047	NPC53953
Intermediate Similarity	0.8043	NPC7569
Intermediate Similarity	0.8043	NPC228184
Intermediate Similarity	0.8028	NPC471542
Intermediate Similarity	0.8028	NPC472516
Intermediate Similarity	0.8028	NPC254741
Intermediate Similarity	0.8027	NPC308799
Intermediate Similarity	0.8015	NPC94637
Intermediate Similarity	0.8015	NPC171023
Intermediate Similarity	0.8014	NPC95123
Intermediate Similarity	0.8014	NPC125269
Intermediate Similarity	0.8014	NPC470932
Intermediate Similarity	0.8014	NPC66404
Intermediate Similarity	0.8013	NPC186507
Intermediate Similarity	0.8	NPC287533
Intermediate Similarity	0.8	NPC39819
Intermediate Similarity	0.8	NPC105648
Intermediate Similarity	0.8	NPC193805
Intermediate Similarity	0.7986	NPC141549
Intermediate Similarity	0.7984	NPC87563
Intermediate Similarity	0.7973	NPC61284
Intermediate Similarity	0.7973	NPC113428
Intermediate Similarity	0.7972	NPC253616
Intermediate Similarity	0.7971	NPC473019
Intermediate Similarity	0.797	NPC322569
Intermediate Similarity	0.7959	NPC134621
Intermediate Similarity	0.7955	NPC328459
Intermediate Similarity	0.7955	NPC90522
Intermediate Similarity	0.7943	NPC292998
Intermediate Similarity	0.7939	NPC240664
Intermediate Similarity	0.7933	NPC164527
Intermediate Similarity	0.7933	NPC295036
Intermediate Similarity	0.7933	NPC213382
Intermediate Similarity	0.7931	NPC220106
Intermediate Similarity	0.7931	NPC474037
Intermediate Similarity	0.7931	NPC171094
Intermediate Similarity	0.7931	NPC145673
Intermediate Similarity	0.7931	NPC470856
Intermediate Similarity	0.7929	NPC472882
Intermediate Similarity	0.7929	NPC278556
Intermediate Similarity	0.7929	NPC284424
Intermediate Similarity	0.7926	NPC93730
Intermediate Similarity	0.7917	NPC36414
Intermediate Similarity	0.7917	NPC476191
Intermediate Similarity	0.7914	NPC282230
Intermediate Similarity	0.7914	NPC183348
Intermediate Similarity	0.7914	NPC278787
Intermediate Similarity	0.7907	NPC279916
Intermediate Similarity	0.7905	NPC237208
Intermediate Similarity	0.7905	NPC211565
Intermediate Similarity	0.7905	NPC473927
Intermediate Similarity	0.7905	NPC60389
Intermediate Similarity	0.7902	NPC268081
Intermediate Similarity	0.7899	NPC125887
Intermediate Similarity	0.7895	NPC474874
Intermediate Similarity	0.7895	NPC193193
Intermediate Similarity	0.7895	NPC72977
Intermediate Similarity	0.7895	NPC31314
Intermediate Similarity	0.7891	NPC113089
Intermediate Similarity	0.7891	NPC293201
Intermediate Similarity	0.7887	NPC298900
Intermediate Similarity	0.7887	NPC470844
Intermediate Similarity	0.7883	NPC329272
Intermediate Similarity	0.7881	NPC472535
Intermediate Similarity	0.7881	NPC474170
Intermediate Similarity	0.7881	NPC474388
Intermediate Similarity	0.7877	NPC471640
Intermediate Similarity	0.7877	NPC214919
Intermediate Similarity	0.7877	NPC471644
Intermediate Similarity	0.7877	NPC124467
Intermediate Similarity	0.7874	NPC149545
Intermediate Similarity	0.7872	NPC472591
Intermediate Similarity	0.7872	NPC200422
Intermediate Similarity	0.7872	NPC289572
Intermediate Similarity	0.7872	NPC182428
Intermediate Similarity	0.7872	NPC157478
Intermediate Similarity	0.7872	NPC101294
Intermediate Similarity	0.7872	NPC295406
Intermediate Similarity	0.7872	NPC473655
Intermediate Similarity	0.7868	NPC107846
Intermediate Similarity	0.7868	NPC4012
Intermediate Similarity	0.7868	NPC6888
Intermediate Similarity	0.7868	NPC91475
Intermediate Similarity	0.7868	NPC265910
Intermediate Similarity	0.7868	NPC89630
Intermediate Similarity	0.7867	NPC106334
Intermediate Similarity	0.7867	NPC88445
Intermediate Similarity	0.7867	NPC474648
Intermediate Similarity	0.7867	NPC285527
Intermediate Similarity	0.7863	NPC128825
Intermediate Similarity	0.7862	NPC473209
Intermediate Similarity	0.7862	NPC472515
Intermediate Similarity	0.7857	NPC196979
Intermediate Similarity	0.7857	NPC477412
Intermediate Similarity	0.7857	NPC470977
Intermediate Similarity	0.7857	NPC470976
Intermediate Similarity	0.7857	NPC15083
Intermediate Similarity	0.7847	NPC233780
Intermediate Similarity	0.7847	NPC188879
Intermediate Similarity	0.7843	NPC471746
Intermediate Similarity	0.7842	NPC211120
Intermediate Similarity	0.7842	NPC170546
Intermediate Similarity	0.7842	NPC66246
Intermediate Similarity	0.7838	NPC469764
Intermediate Similarity	0.7838	NPC29577
Intermediate Similarity	0.7838	NPC136278
Intermediate Similarity	0.7838	NPC471590
Intermediate Similarity	0.7832	NPC223616
Intermediate Similarity	0.7832	NPC99854
Intermediate Similarity	0.7829	NPC199773
Intermediate Similarity	0.7829	NPC281272
Intermediate Similarity	0.7829	NPC24232
Intermediate Similarity	0.7829	NPC273483
Intermediate Similarity	0.7826	NPC470841
Intermediate Similarity	0.7826	NPC293387
Intermediate Similarity	0.7826	NPC45537
Intermediate Similarity	0.7823	NPC9966
Intermediate Similarity	0.7823	NPC471643
Intermediate Similarity	0.7823	NPC70853
Intermediate Similarity	0.7823	NPC73028
Intermediate Similarity	0.7823	NPC471639
Intermediate Similarity	0.782	NPC234956
Intermediate Similarity	0.782	NPC264976
Intermediate Similarity	0.7817	NPC223354
Intermediate Similarity	0.7815	NPC177839
Intermediate Similarity	0.7815	NPC470107
Intermediate Similarity	0.7815	NPC225129
Intermediate Similarity	0.7815	NPC191104
Intermediate Similarity	0.7815	NPC474660
Intermediate Similarity	0.7808	NPC149780
Intermediate Similarity	0.78	NPC107636
Intermediate Similarity	0.78	NPC183236
Intermediate Similarity	0.78	NPC228012
Intermediate Similarity	0.7794	NPC182646
Intermediate Similarity	0.7793	NPC280284
Intermediate Similarity	0.7793	NPC99333
Intermediate Similarity	0.7793	NPC124269
Intermediate Similarity	0.7793	NPC188947
Intermediate Similarity	0.7793	NPC18457
Intermediate Similarity	0.7792	NPC474983
Intermediate Similarity	0.7785	NPC99454
Intermediate Similarity	0.7785	NPC267509
Intermediate Similarity	0.7785	NPC130176
Intermediate Similarity	0.7785	NPC469758
Intermediate Similarity	0.7778	NPC240593
Intermediate Similarity	0.7778	NPC298802
Intermediate Similarity	0.7778	NPC72452
Intermediate Similarity	0.7778	NPC230439
Intermediate Similarity	0.7778	NPC299435
Intermediate Similarity	0.7778	NPC477691
Intermediate Similarity	0.7778	NPC260604
Intermediate Similarity	0.7778	NPC473391
Intermediate Similarity	0.7778	NPC472364
Intermediate Similarity	0.7778	NPC279281
Intermediate Similarity	0.7778	NPC61546
Intermediate Similarity	0.7778	NPC92153
Intermediate Similarity	0.7778	NPC299761
Intermediate Similarity	0.777	NPC475017
Intermediate Similarity	0.777	NPC184702
Intermediate Similarity	0.777	NPC23955
Intermediate Similarity	0.777	NPC470216
Intermediate Similarity	0.7763	NPC198615
Intermediate Similarity	0.7763	NPC474663
Intermediate Similarity	0.7762	NPC267539
Intermediate Similarity	0.7762	NPC71108

Drug Structure

NPD1899 OpenBabel08211701392D 24 25 0 0 0 0 0 0 0 0999 V2000 -0.8660 2.5000 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 -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 1.7321 -2.0000 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 -0.8660 -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 4.3301 -3.5000 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 -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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 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 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 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 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 14 2 0 0 0 0 8 15 2 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 18 2 0 0 0 0 11 23 1 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 20 2 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000892
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	119032
ChEBI
CAS Number

Drug Properties

Molecular Weight	331.07
ALogP	-0.1749
MLogP	2.34
XLogP	5.16
HDA	2
HBD	0
Rotatable Bonds	9
TPSA	107.65
RO5 Violation	1