NPASS drugs

Drug Information

Drug ID:	NPD2820
Drug Name:	Indobufen
Molecular Formula:	C18H17NO3
Canonical SMILES:	CCC(c1ccc(cc1)N1Cc2c(C1=O)cccc2)C(=O)O
Standard InCHI:	InChI=1S/C18H17NO3/c1-2-15(18(21)22)12-7-9-14(10-8-12)19-11-13-5-3-4-6-16(13)17(19)20/h3-10,15H,2,11H2,1H3,(H,21,22)
Standard InCHIKey:	AYDXAULLCROVIT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2820

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	131
0.1-0.2	806
0.2-0.3	2938
0.3-0.4	9718
0.4-0.5	12321
0.5-0.6	4234
0.6-0.7	675
0.7-0.8	66
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	0.8138	NPC315051
Intermediate Similarity	0.7857	NPC470343
Intermediate Similarity	0.7857	NPC472244
Intermediate Similarity	0.7832	NPC314098
Intermediate Similarity	0.7681	NPC226143
Intermediate Similarity	0.7639	NPC314431
Intermediate Similarity	0.7533	NPC472243
Intermediate Similarity	0.7533	NPC242933
Intermediate Similarity	0.75	NPC315368
Intermediate Similarity	0.75	NPC201424
Intermediate Similarity	0.7468	NPC478039
Intermediate Similarity	0.741	NPC470548
Intermediate Similarity	0.7394	NPC355
Intermediate Similarity	0.7329	NPC150863
Intermediate Similarity	0.7329	NPC36495
Intermediate Similarity	0.732	NPC472241
Intermediate Similarity	0.7315	NPC253476
Intermediate Similarity	0.731	NPC322433
Intermediate Similarity	0.7301	NPC189116
Intermediate Similarity	0.7285	NPC287358
Intermediate Similarity	0.7279	NPC472245
Intermediate Similarity	0.7279	NPC280807
Intermediate Similarity	0.7219	NPC474081
Intermediate Similarity	0.7203	NPC257490
Intermediate Similarity	0.7185	NPC55529
Intermediate Similarity	0.7183	NPC291962
Intermediate Similarity	0.7183	NPC177684
Intermediate Similarity	0.7179	NPC472242
Intermediate Similarity	0.7178	NPC472102
Intermediate Similarity	0.7178	NPC474058
Intermediate Similarity	0.7178	NPC309531
Intermediate Similarity	0.717	NPC154602
Intermediate Similarity	0.7168	NPC322621
Intermediate Similarity	0.716	NPC475607
Intermediate Similarity	0.7143	NPC177261
Intermediate Similarity	0.7143	NPC43477
Intermediate Similarity	0.7134	NPC199737
Intermediate Similarity	0.7134	NPC472120
Intermediate Similarity	0.7134	NPC472117
Intermediate Similarity	0.7134	NPC472101
Intermediate Similarity	0.7133	NPC258531
Intermediate Similarity	0.7133	NPC112373
Intermediate Similarity	0.7133	NPC161956
Intermediate Similarity	0.7125	NPC285381
Intermediate Similarity	0.7123	NPC205946
Intermediate Similarity	0.7122	NPC57051
Intermediate Similarity	0.7115	NPC314186
Intermediate Similarity	0.7101	NPC475594
Intermediate Similarity	0.7099	NPC29285
Intermediate Similarity	0.7089	NPC212799
Intermediate Similarity	0.7086	NPC316104
Intermediate Similarity	0.7086	NPC162417
Intermediate Similarity	0.7076	NPC475761
Intermediate Similarity	0.7073	NPC225319
Intermediate Similarity	0.7067	NPC473962
Intermediate Similarity	0.7059	NPC122553
Intermediate Similarity	0.7055	NPC192533
Intermediate Similarity	0.7052	NPC470317
Intermediate Similarity	0.7048	NPC471124
Intermediate Similarity	0.7048	NPC472106
Intermediate Similarity	0.7044	NPC237649
Intermediate Similarity	0.7044	NPC300596
Intermediate Similarity	0.7024	NPC472118
Intermediate Similarity	0.7013	NPC469560
Intermediate Similarity	0.7012	NPC471122
Intermediate Similarity	0.7012	NPC193410
Intermediate Similarity	0.7	NPC144691
Remote Similarity	0.6989	NPC473815
Remote Similarity	0.6986	NPC254698
Remote Similarity	0.6982	NPC318183
Remote Similarity	0.6977	NPC474041
Remote Similarity	0.697	NPC248117
Remote Similarity	0.697	NPC27904
Remote Similarity	0.6968	NPC130251
Remote Similarity	0.6951	NPC113946
Remote Similarity	0.6951	NPC211525
Remote Similarity	0.6951	NPC153694
Remote Similarity	0.6951	NPC104345
Remote Similarity	0.6943	NPC308197
Remote Similarity	0.6937	NPC242000
Remote Similarity	0.6928	NPC476231
Remote Similarity	0.6928	NPC173295
Remote Similarity	0.6923	NPC301760
Remote Similarity	0.6923	NPC471164
Remote Similarity	0.6918	NPC39818
Remote Similarity	0.6909	NPC63210
Remote Similarity	0.6909	NPC243673
Remote Similarity	0.6909	NPC148468
Remote Similarity	0.6909	NPC263709
Remote Similarity	0.6909	NPC310403
Remote Similarity	0.6909	NPC97380
Remote Similarity	0.6905	NPC472114
Remote Similarity	0.6905	NPC472115
Remote Similarity	0.6905	NPC214960
Remote Similarity	0.6905	NPC279527
Remote Similarity	0.6903	NPC319645
Remote Similarity	0.6903	NPC83214
Remote Similarity	0.6903	NPC315224
Remote Similarity	0.6897	NPC150323
Remote Similarity	0.6892	NPC79698
Remote Similarity	0.6883	NPC471123
Remote Similarity	0.6882	NPC112336
Remote Similarity	0.6882	NPC474814
Remote Similarity	0.6879	NPC321211
Remote Similarity	0.6879	NPC475094
Remote Similarity	0.6875	NPC229353
Remote Similarity	0.6868	NPC472542
Remote Similarity	0.6868	NPC472541
Remote Similarity	0.6867	NPC209389
Remote Similarity	0.6864	NPC473484
Remote Similarity	0.686	NPC129624
Remote Similarity	0.6852	NPC314223
Remote Similarity	0.6852	NPC243756
Remote Similarity	0.6848	NPC123241
Remote Similarity	0.6848	NPC61013
Remote Similarity	0.6845	NPC471130
Remote Similarity	0.6839	NPC11149
Remote Similarity	0.6835	NPC478040
Remote Similarity	0.6826	NPC99632
Remote Similarity	0.6826	NPC176983
Remote Similarity	0.6826	NPC286871
Remote Similarity	0.6826	NPC282339
Remote Similarity	0.6826	NPC88970
Remote Similarity	0.6821	NPC187231
Remote Similarity	0.6821	NPC14849
Remote Similarity	0.6818	NPC300299
Remote Similarity	0.6816	NPC313293
Remote Similarity	0.6813	NPC472540
Remote Similarity	0.6813	NPC472539
Remote Similarity	0.6813	NPC470787
Remote Similarity	0.681	NPC122106
Remote Similarity	0.6805	NPC182131
Remote Similarity	0.6803	NPC84281
Remote Similarity	0.6803	NPC291027
Remote Similarity	0.6803	NPC213126
Remote Similarity	0.6803	NPC317474
Remote Similarity	0.6803	NPC169485
Remote Similarity	0.679	NPC473329
Remote Similarity	0.6782	NPC218594
Remote Similarity	0.6782	NPC99043
Remote Similarity	0.6781	NPC279385
Remote Similarity	0.6781	NPC179605
Remote Similarity	0.6779	NPC474926
Remote Similarity	0.6776	NPC316746
Remote Similarity	0.6768	NPC478076
Remote Similarity	0.6766	NPC73644
Remote Similarity	0.6766	NPC143457
Remote Similarity	0.6765	NPC223595
Remote Similarity	0.6765	NPC167724
Remote Similarity	0.6765	NPC63047
Remote Similarity	0.6765	NPC224970
Remote Similarity	0.6765	NPC475248
Remote Similarity	0.6763	NPC475427
Remote Similarity	0.6752	NPC207554
Remote Similarity	0.6748	NPC66936
Remote Similarity	0.6746	NPC52059
Remote Similarity	0.6746	NPC470069
Remote Similarity	0.6744	NPC96901
Remote Similarity	0.6743	NPC475685
Remote Similarity	0.6739	NPC71124
Remote Similarity	0.6738	NPC207971
Remote Similarity	0.6735	NPC103292
Remote Similarity	0.6733	NPC250476
Remote Similarity	0.6732	NPC207428
Remote Similarity	0.6727	NPC161827
Remote Similarity	0.6726	NPC293458
Remote Similarity	0.6726	NPC35510
Remote Similarity	0.6726	NPC253667
Remote Similarity	0.6723	NPC471742
Remote Similarity	0.672	NPC471944
Remote Similarity	0.6711	NPC317758
Remote Similarity	0.671	NPC118099
Remote Similarity	0.671	NPC475598
Remote Similarity	0.671	NPC76785
Remote Similarity	0.671	NPC260045
Remote Similarity	0.671	NPC79465
Remote Similarity	0.671	NPC474787
Remote Similarity	0.671	NPC474811
Remote Similarity	0.671	NPC49577
Remote Similarity	0.671	NPC9687
Remote Similarity	0.671	NPC293377
Remote Similarity	0.671	NPC474855
Remote Similarity	0.671	NPC90194
Remote Similarity	0.671	NPC151706
Remote Similarity	0.671	NPC273907
Remote Similarity	0.671	NPC476102
Remote Similarity	0.671	NPC475318
Remote Similarity	0.6709	NPC22082
Remote Similarity	0.6709	NPC186284
Remote Similarity	0.6709	NPC471574
Remote Similarity	0.6708	NPC470579
Remote Similarity	0.6705	NPC13367
Remote Similarity	0.6705	NPC248862
Remote Similarity	0.6705	NPC328611
Remote Similarity	0.6689	NPC307437
Remote Similarity	0.6689	NPC268534
Remote Similarity	0.6689	NPC72473
Remote Similarity	0.6689	NPC58827
Remote Similarity	0.6686	NPC313757
Remote Similarity	0.6686	NPC131450

Drug Structure

NPD2820 OpenBabel08211702552D 23 25 0 0 1 0 0 0 0 0999 V2000 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 16 2 0 0 0 0 7 9 1 0 0 0 0 7 12 2 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 17 19 1 0 0 0 0 17 20 2 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 22 23 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	295.12
ALogP	-1.2444
MLogP	3
XLogP	4.289
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	57.61
RO5 Violation	0