NPASS drugs

Drug Information

Drug ID:	NPD1640
Drug Name:
Molecular Formula:	C15H16N2O
Canonical SMILES:	O=C(c1ccc(cc1)N)Nc1c(C)cccc1C
Standard InCHI:	InChI=1S/C15H16N2O/c1-10-4-3-5-11(2)14(10)17-15(18)12-6-8-13(16)9-7-12/h3-9H,16H2,1-2H3,(H,17,18)
Standard InCHIKey:	HZIWGOAXOBPQGY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1640

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	227
0.1-0.2	2133
0.2-0.3	9094
0.3-0.4	11342
0.4-0.5	6094
0.5-0.6	1652
0.6-0.7	298
0.7-0.8	44
0.8-0.85	6
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	0.8455	NPC226143
Intermediate Similarity	0.8254	NPC268534
Intermediate Similarity	0.824	NPC179605
Intermediate Similarity	0.824	NPC279385
Intermediate Similarity	0.8175	NPC103292
Intermediate Similarity	0.8148	NPC83214
Intermediate Similarity	0.7967	NPC57051
Intermediate Similarity	0.7907	NPC254698
Intermediate Similarity	0.7899	NPC2823
Intermediate Similarity	0.7879	NPC209389
Intermediate Similarity	0.7863	NPC322433
Intermediate Similarity	0.7852	NPC162417
Intermediate Similarity	0.7852	NPC316104
Intermediate Similarity	0.7846	NPC192533
Intermediate Similarity	0.7752	NPC257490
Intermediate Similarity	0.7734	NPC291962
Intermediate Similarity	0.7734	NPC177684
Intermediate Similarity	0.7687	NPC472245
Intermediate Similarity	0.7674	NPC258531
Intermediate Similarity	0.7674	NPC112373
Intermediate Similarity	0.7674	NPC161956
Intermediate Similarity	0.7667	NPC38262
Intermediate Similarity	0.7643	NPC471164
Intermediate Similarity	0.7623	NPC172170
Intermediate Similarity	0.7557	NPC39818
Intermediate Similarity	0.7519	NPC472244
Intermediate Similarity	0.7519	NPC470343
Intermediate Similarity	0.7481	NPC150863
Intermediate Similarity	0.7447	NPC242933
Intermediate Similarity	0.7426	NPC314431
Intermediate Similarity	0.7426	NPC280807
Intermediate Similarity	0.741	NPC300299
Intermediate Similarity	0.7343	NPC472241
Intermediate Similarity	0.7299	NPC194562
Intermediate Similarity	0.7285	NPC76982
Intermediate Similarity	0.7248	NPC117032
Intermediate Similarity	0.7203	NPC207554
Intermediate Similarity	0.7203	NPC472243
Intermediate Similarity	0.7192	NPC472242
Intermediate Similarity	0.7133	NPC469560
Intermediate Similarity	0.7114	NPC473329
Intermediate Similarity	0.7092	NPC253476
Intermediate Similarity	0.7086	NPC295021
Intermediate Similarity	0.7069	NPC111233
Intermediate Similarity	0.705	NPC187231
Intermediate Similarity	0.7049	NPC75496
Intermediate Similarity	0.7042	NPC173295
Intermediate Similarity	0.7008	NPC302790
Intermediate Similarity	0.7007	NPC136002
Intermediate Similarity	0.7	NPC314098
Remote Similarity	0.6993	NPC471123
Remote Similarity	0.695	NPC40364
Remote Similarity	0.695	NPC207428
Remote Similarity	0.6933	NPC300596
Remote Similarity	0.6933	NPC237649
Remote Similarity	0.6884	NPC474926
Remote Similarity	0.6879	NPC126458
Remote Similarity	0.685	NPC473498
Remote Similarity	0.6849	NPC130251
Remote Similarity	0.6849	NPC315051
Remote Similarity	0.6848	NPC470317
Remote Similarity	0.6842	NPC314223
Remote Similarity	0.6835	NPC115232
Remote Similarity	0.6828	NPC287358
Remote Similarity	0.6824	NPC478040
Remote Similarity	0.6807	NPC191444
Remote Similarity	0.6803	NPC301760
Remote Similarity	0.6803	NPC471574
Remote Similarity	0.6803	NPC43477
Remote Similarity	0.6797	NPC434
Remote Similarity	0.6797	NPC79618
Remote Similarity	0.6781	NPC319645
Remote Similarity	0.6779	NPC314186
Remote Similarity	0.6765	NPC150323
Remote Similarity	0.6741	NPC228515
Remote Similarity	0.6731	NPC123241
Remote Similarity	0.6731	NPC61013
Remote Similarity	0.6731	NPC222029
Remote Similarity	0.6723	NPC176858
Remote Similarity	0.6707	NPC471742
Remote Similarity	0.6691	NPC226794
Remote Similarity	0.6689	NPC478039
Remote Similarity	0.6688	NPC276085
Remote Similarity	0.6687	NPC279527
Remote Similarity	0.6687	NPC214960
Remote Similarity	0.6687	NPC182131
Remote Similarity	0.6667	NPC229477
Remote Similarity	0.6667	NPC291610
Remote Similarity	0.6667	NPC130797
Remote Similarity	0.6667	NPC133003
Remote Similarity	0.6646	NPC248117
Remote Similarity	0.6646	NPC151635
Remote Similarity	0.6643	NPC79698
Remote Similarity	0.6643	NPC205946
Remote Similarity	0.6642	NPC316582
Remote Similarity	0.6626	NPC177261
Remote Similarity	0.6625	NPC71132
Remote Similarity	0.662	NPC122235
Remote Similarity	0.6608	NPC313293
Remote Similarity	0.6606	NPC14849
Remote Similarity	0.6605	NPC471943
Remote Similarity	0.6604	NPC469741
Remote Similarity	0.6604	NPC293458
Remote Similarity	0.6599	NPC122553
Remote Similarity	0.6587	NPC326792
Remote Similarity	0.6585	NPC248862
Remote Similarity	0.6585	NPC328611
Remote Similarity	0.6582	NPC193410
Remote Similarity	0.6582	NPC36495
Remote Similarity	0.6577	NPC470301
Remote Similarity	0.6549	NPC58827
Remote Similarity	0.6549	NPC307437
Remote Similarity	0.6549	NPC72473
Remote Similarity	0.6545	NPC475607
Remote Similarity	0.6529	NPC160381
Remote Similarity	0.6528	NPC316746
Remote Similarity	0.6524	NPC252572
Remote Similarity	0.6522	NPC130931
Remote Similarity	0.6516	NPC66936
Remote Similarity	0.6512	NPC324091
Remote Similarity	0.6506	NPC474081
Remote Similarity	0.65	NPC30445
Remote Similarity	0.65	NPC99632
Remote Similarity	0.65	NPC282339
Remote Similarity	0.65	NPC214106
Remote Similarity	0.649	NPC469537
Remote Similarity	0.649	NPC308197
Remote Similarity	0.6485	NPC475594
Remote Similarity	0.6479	NPC250476
Remote Similarity	0.6475	NPC475915
Remote Similarity	0.6467	NPC131450
Remote Similarity	0.6467	NPC182057
Remote Similarity	0.6467	NPC147298
Remote Similarity	0.6467	NPC475094
Remote Similarity	0.6463	NPC318183
Remote Similarity	0.6463	NPC355
Remote Similarity	0.646	NPC189116
Remote Similarity	0.6458	NPC477432
Remote Similarity	0.6456	NPC84317
Remote Similarity	0.6452	NPC144691
Remote Similarity	0.645	NPC470205
Remote Similarity	0.6447	NPC190945
Remote Similarity	0.6447	NPC470822
Remote Similarity	0.6442	NPC475248
Remote Similarity	0.6442	NPC63047
Remote Similarity	0.6438	NPC309531
Remote Similarity	0.6438	NPC472102
Remote Similarity	0.6434	NPC275467
Remote Similarity	0.6433	NPC135601
Remote Similarity	0.6433	NPC17273
Remote Similarity	0.6433	NPC141612
Remote Similarity	0.6424	NPC73280
Remote Similarity	0.6423	NPC313449
Remote Similarity	0.6423	NPC108800
Remote Similarity	0.642	NPC471130
Remote Similarity	0.6417	NPC262295
Remote Similarity	0.6415	NPC477887
Remote Similarity	0.6415	NPC104345
Remote Similarity	0.6414	NPC231382
Remote Similarity	0.6412	NPC20322
Remote Similarity	0.6412	NPC477003
Remote Similarity	0.6412	NPC55529
Remote Similarity	0.6402	NPC472118
Remote Similarity	0.6398	NPC88970
Remote Similarity	0.6398	NPC176983
Remote Similarity	0.6398	NPC286871
Remote Similarity	0.6393	NPC78154
Remote Similarity	0.6387	NPC109787
Remote Similarity	0.6387	NPC242000
Remote Similarity	0.6386	NPC470548
Remote Similarity	0.6385	NPC167336
Remote Similarity	0.638	NPC471652
Remote Similarity	0.6379	NPC476460
Remote Similarity	0.6377	NPC229353
Remote Similarity	0.6375	NPC154478
Remote Similarity	0.6374	NPC49184
Remote Similarity	0.6371	NPC246757
Remote Similarity	0.6371	NPC291070
Remote Similarity	0.637	NPC314141
Remote Similarity	0.637	NPC473962
Remote Similarity	0.6369	NPC475761
Remote Similarity	0.6369	NPC474041
Remote Similarity	0.6364	NPC324445
Remote Similarity	0.6364	NPC292265
Remote Similarity	0.6364	NPC252794
Remote Similarity	0.6364	NPC6982
Remote Similarity	0.6358	NPC138293
Remote Similarity	0.6358	NPC316202
Remote Similarity	0.6358	NPC113056
Remote Similarity	0.6358	NPC473666
Remote Similarity	0.635	NPC313673
Remote Similarity	0.6347	NPC471743
Remote Similarity	0.6341	NPC223595
Remote Similarity	0.6341	NPC224970
Remote Similarity	0.6341	NPC470971
Remote Similarity	0.6341	NPC167724
Remote Similarity	0.6335	NPC225319
Remote Similarity	0.6335	NPC315368
Remote Similarity	0.6331	NPC88110
Remote Similarity	0.6327	NPC179365

Drug Structure

NPD1640 OpenBabel08211701082D 21 22 0 0 0 0 0 0 0 0999 V2000 -0.8660 1.5000 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 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 1.7321 -0.0000 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 -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 -3.4641 -2.0000 0.0000 C 0 0 0 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 0.8660 -0.5000 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 -4.3301 -1.5000 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 -0.8660 -0.5000 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 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 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 14 2 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 17 1 0 0 0 0 15 18 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011752
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	240.13
ALogP	-0.1007
MLogP	2.78
XLogP	3.56
HDA	3
HBD	2
Rotatable Bonds	6
TPSA	55.12
RO5 Violation	0