NPASS drugs

Drug Information

Drug ID:	NPD2790
Drug Name:	NS-377
Molecular Formula:	C18H16N2O2
Canonical SMILES:	CCN1Cc2c(C1)c1NC(=O)C(=O)c1cc2c1ccccc1
Standard InCHI:	InChI=1S/C18H16N2O2/c1-2-20-9-14-12(11-6-4-3-5-7-11)8-13-16(15(14)10-20)19-18(22)17(13)21/h3-8H,2,9-10H2,1H3,(H,19,21,22)
Standard InCHIKey:	IWRZGAAKMZJBHL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2790

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	278
0.1-0.2	1694
0.2-0.3	8292
0.3-0.4	12605
0.4-0.5	5748
0.5-0.6	1897
0.6-0.7	336
0.7-0.8	39
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	0.8069	NPC209389
Intermediate Similarity	0.7724	NPC254698
Intermediate Similarity	0.7613	NPC471164
Intermediate Similarity	0.7531	NPC295021
Intermediate Similarity	0.7468	NPC136002
Intermediate Similarity	0.7451	NPC316104
Intermediate Similarity	0.7451	NPC162417
Intermediate Similarity	0.7448	NPC226143
Intermediate Similarity	0.7432	NPC192533
Intermediate Similarity	0.7353	NPC472118
Intermediate Similarity	0.7347	NPC257490
Intermediate Similarity	0.7329	NPC177684
Intermediate Similarity	0.7329	NPC291962
Intermediate Similarity	0.7325	NPC207554
Intermediate Similarity	0.7325	NPC130251
Intermediate Similarity	0.7279	NPC279385
Intermediate Similarity	0.7279	NPC161956
Intermediate Similarity	0.7279	NPC179605
Intermediate Similarity	0.7279	NPC258531
Intermediate Similarity	0.7279	NPC112373
Intermediate Similarity	0.7278	NPC471574
Intermediate Similarity	0.7278	NPC301760
Intermediate Similarity	0.7262	NPC469741
Intermediate Similarity	0.7261	NPC83214
Intermediate Similarity	0.723	NPC103292
Intermediate Similarity	0.72	NPC475094
Intermediate Similarity	0.7181	NPC268534
Intermediate Similarity	0.7176	NPC71132
Intermediate Similarity	0.7135	NPC214960
Intermediate Similarity	0.7135	NPC279527
Intermediate Similarity	0.7093	NPC63047
Intermediate Similarity	0.7093	NPC475248
Intermediate Similarity	0.7088	NPC476460
Intermediate Similarity	0.7083	NPC222029
Intermediate Similarity	0.7059	NPC293458
Intermediate Similarity	0.7052	NPC471943
Intermediate Similarity	0.7029	NPC470548
Intermediate Similarity	0.7011	NPC355
Intermediate Similarity	0.7	NPC133003
Intermediate Similarity	0.7	NPC315051
Remote Similarity	0.6988	NPC66936
Remote Similarity	0.6987	NPC473962
Remote Similarity	0.6975	NPC469537
Remote Similarity	0.697	NPC300596
Remote Similarity	0.697	NPC237649
Remote Similarity	0.6968	NPC472245
Remote Similarity	0.6962	NPC300299
Remote Similarity	0.6959	NPC99632
Remote Similarity	0.6959	NPC282339
Remote Similarity	0.6957	NPC2823
Remote Similarity	0.6954	NPC39818
Remote Similarity	0.6946	NPC117032
Remote Similarity	0.6944	NPC477003
Remote Similarity	0.6941	NPC276085
Remote Similarity	0.6918	NPC471123
Remote Similarity	0.6901	NPC248117
Remote Similarity	0.6901	NPC472102
Remote Similarity	0.6901	NPC225319
Remote Similarity	0.6901	NPC309531
Remote Similarity	0.6901	NPC201424
Remote Similarity	0.6897	NPC224970
Remote Similarity	0.6897	NPC167724
Remote Similarity	0.6897	NPC223595
Remote Similarity	0.6889	NPC470317
Remote Similarity	0.6889	NPC470205
Remote Similarity	0.6885	NPC473666
Remote Similarity	0.6882	NPC61013
Remote Similarity	0.6882	NPC123241
Remote Similarity	0.6882	NPC113946
Remote Similarity	0.6879	NPC40364
Remote Similarity	0.6879	NPC115232
Remote Similarity	0.6854	NPC284775
Remote Similarity	0.6848	NPC324091
Remote Similarity	0.6842	NPC193410
Remote Similarity	0.6842	NPC36495
Remote Similarity	0.6832	NPC469560
Remote Similarity	0.6818	NPC470343
Remote Similarity	0.6818	NPC472244
Remote Similarity	0.6815	NPC126458
Remote Similarity	0.6795	NPC150863
Remote Similarity	0.678	NPC177261
Remote Similarity	0.6778	NPC286994
Remote Similarity	0.6774	NPC322433
Remote Similarity	0.6772	NPC207428
Remote Similarity	0.6766	NPC109787
Remote Similarity	0.6752	NPC194562
Remote Similarity	0.6752	NPC314431
Remote Similarity	0.6752	NPC280807
Remote Similarity	0.6738	NPC304203
Remote Similarity	0.6727	NPC470822
Remote Similarity	0.671	NPC79698
Remote Similarity	0.6705	NPC315368
Remote Similarity	0.6704	NPC475607
Remote Similarity	0.6704	NPC471743
Remote Similarity	0.6686	NPC154602
Remote Similarity	0.6686	NPC243756
Remote Similarity	0.6684	NPC317701
Remote Similarity	0.6667	NPC472540
Remote Similarity	0.6667	NPC470787
Remote Similarity	0.6667	NPC313293
Remote Similarity	0.6667	NPC472539
Remote Similarity	0.6667	NPC474081
Remote Similarity	0.6649	NPC106118
Remote Similarity	0.6648	NPC475594
Remote Similarity	0.6647	NPC122106
Remote Similarity	0.6647	NPC285381
Remote Similarity	0.6646	NPC22082
Remote Similarity	0.6646	NPC186284
Remote Similarity	0.6646	NPC187231
Remote Similarity	0.6632	NPC472541
Remote Similarity	0.6632	NPC472542
Remote Similarity	0.663	NPC475761
Remote Similarity	0.6627	NPC473329
Remote Similarity	0.6621	NPC55529
Remote Similarity	0.6621	NPC172170
Remote Similarity	0.6612	NPC117027
Remote Similarity	0.6611	NPC151635
Remote Similarity	0.6611	NPC203202
Remote Similarity	0.6611	NPC264482
Remote Similarity	0.661	NPC70949
Remote Similarity	0.6595	NPC17273
Remote Similarity	0.6595	NPC141612
Remote Similarity	0.6595	NPC135601
Remote Similarity	0.6592	NPC242269
Remote Similarity	0.6592	NPC214626
Remote Similarity	0.6592	NPC139085
Remote Similarity	0.6592	NPC96901
Remote Similarity	0.6592	NPC251212
Remote Similarity	0.6592	NPC161861
Remote Similarity	0.6585	NPC472243
Remote Similarity	0.6577	NPC57051
Remote Similarity	0.6571	NPC472120
Remote Similarity	0.6571	NPC472117
Remote Similarity	0.6571	NPC472101
Remote Similarity	0.6571	NPC286871
Remote Similarity	0.6564	NPC122553
Remote Similarity	0.6556	NPC469726
Remote Similarity	0.6556	NPC329338
Remote Similarity	0.6548	NPC285192
Remote Similarity	0.6541	NPC179224
Remote Similarity	0.6541	NPC49184
Remote Similarity	0.6541	NPC322621
Remote Similarity	0.6538	NPC474041
Remote Similarity	0.6534	NPC113056
Remote Similarity	0.6534	NPC138293
Remote Similarity	0.6531	NPC225400
Remote Similarity	0.6524	NPC477998
Remote Similarity	0.6512	NPC200743
Remote Similarity	0.6506	NPC472241
Remote Similarity	0.65	NPC285622
Remote Similarity	0.6497	NPC472106
Remote Similarity	0.6497	NPC471155
Remote Similarity	0.6497	NPC472538
Remote Similarity	0.6497	NPC470786
Remote Similarity	0.6494	NPC104345
Remote Similarity	0.6486	NPC21429
Remote Similarity	0.6486	NPC97584
Remote Similarity	0.6484	NPC186669
Remote Similarity	0.6477	NPC477004
Remote Similarity	0.6477	NPC214106
Remote Similarity	0.6474	NPC2982
Remote Similarity	0.6474	NPC326422
Remote Similarity	0.6465	NPC270241
Remote Similarity	0.6464	NPC469529
Remote Similarity	0.6464	NPC293216
Remote Similarity	0.6461	NPC114637
Remote Similarity	0.6458	NPC471199
Remote Similarity	0.6452	NPC52262
Remote Similarity	0.645	NPC264589
Remote Similarity	0.645	NPC478039
Remote Similarity	0.645	NPC324445
Remote Similarity	0.6448	NPC6974
Remote Similarity	0.6448	NPC99043
Remote Similarity	0.6448	NPC218594
Remote Similarity	0.6444	NPC318183
Remote Similarity	0.6413	NPC11149
Remote Similarity	0.6409	NPC252572
Remote Similarity	0.6406	NPC102592
Remote Similarity	0.6406	NPC79356
Remote Similarity	0.64	NPC76982
Remote Similarity	0.6398	NPC471742
Remote Similarity	0.6391	NPC472242
Remote Similarity	0.6383	NPC14994
Remote Similarity	0.637	NPC167336
Remote Similarity	0.6369	NPC478040
Remote Similarity	0.6364	NPC471122
Remote Similarity	0.6359	NPC321211
Remote Similarity	0.6353	NPC470579
Remote Similarity	0.6347	NPC43477
Remote Similarity	0.6346	NPC475915
Remote Similarity	0.6345	NPC295548
Remote Similarity	0.6344	NPC159963
Remote Similarity	0.6343	NPC469536
Remote Similarity	0.634	NPC313673
Remote Similarity	0.6337	NPC144691
Remote Similarity	0.6335	NPC272458
Remote Similarity	0.6333	NPC473484
Remote Similarity	0.6332	NPC308943
Remote Similarity	0.6332	NPC222561
Remote Similarity	0.6331	NPC314186

Drug Structure

NPD2790 OpenBabel08211702552D 23 26 0 0 0 0 0 0 0 0999 V2000 3.0195 3.0057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5195 2.1397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4263 0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0250 1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0195 1.2737 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 20 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 7 2 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 9 20 1 0 0 0 0 10 15 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 12 14 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 21 2 0 0 0 0 18 19 1 0 0 0 0 18 22 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013874
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	292.12
ALogP	-0.5095
MLogP	3
XLogP	4.116
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	49.41
RO5 Violation	0