NPASS drugs

Drug Information

Drug ID:	NPD5136
Drug Name:
Molecular Formula:	C22H27FN2O2
Canonical SMILES:	COCC(=O)N(c1ccccc1F)C1CCN(CC1)CCc1ccccc1
Standard InCHI:	InChI=1S/C22H27FN2O2/c1-27-17-22(26)25(21-10-6-5-9-20(21)23)19-12-15-24(16-13-19)14-11-18-7-3-2-4-8-18/h2-10,19H,11-17H2,1H3
Standard InCHIKey:	NYISTOZKVCMVEL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5136

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	112
0.1-0.2	1634
0.2-0.3	10177
0.3-0.4	12562
0.4-0.5	4432
0.5-0.6	1717
0.6-0.7	249
0.7-0.8	6
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	0.8034	NPC291610
Intermediate Similarity	0.7752	NPC316582
Intermediate Similarity	0.7343	NPC22082
Intermediate Similarity	0.7343	NPC186284
Intermediate Similarity	0.7328	NPC228515
Intermediate Similarity	0.7037	NPC314192
Intermediate Similarity	0.7034	NPC130251
Remote Similarity	0.6986	NPC470301
Remote Similarity	0.6984	NPC473418
Remote Similarity	0.6966	NPC469560
Remote Similarity	0.695	NPC157311
Remote Similarity	0.6901	NPC44805
Remote Similarity	0.6901	NPC8761
Remote Similarity	0.6889	NPC226143
Remote Similarity	0.6828	NPC471123
Remote Similarity	0.6806	NPC313352
Remote Similarity	0.6797	NPC243756
Remote Similarity	0.6797	NPC66936
Remote Similarity	0.6795	NPC113946
Remote Similarity	0.679	NPC285622
Remote Similarity	0.6788	NPC475915
Remote Similarity	0.6788	NPC257490
Remote Similarity	0.6786	NPC136453
Remote Similarity	0.6786	NPC250476
Remote Similarity	0.6776	NPC109787
Remote Similarity	0.6757	NPC301760
Remote Similarity	0.6741	NPC313449
Remote Similarity	0.6738	NPC71933
Remote Similarity	0.6738	NPC105114
Remote Similarity	0.6738	NPC239990
Remote Similarity	0.6738	NPC152850
Remote Similarity	0.6738	NPC89923
Remote Similarity	0.672	NPC75496
Remote Similarity	0.6712	NPC325599
Remote Similarity	0.6711	NPC212799
Remote Similarity	0.6694	NPC470926
Remote Similarity	0.6692	NPC187036
Remote Similarity	0.6691	NPC220698
Remote Similarity	0.6667	NPC469537
Remote Similarity	0.6667	NPC472101
Remote Similarity	0.6667	NPC472120
Remote Similarity	0.6644	NPC300299
Remote Similarity	0.6643	NPC473417
Remote Similarity	0.6642	NPC291962
Remote Similarity	0.6642	NPC177684
Remote Similarity	0.6624	NPC29285
Remote Similarity	0.6623	NPC473329
Remote Similarity	0.662	NPC478079
Remote Similarity	0.662	NPC476950
Remote Similarity	0.6618	NPC192209
Remote Similarity	0.6597	NPC231382
Remote Similarity	0.6594	NPC112373
Remote Similarity	0.6594	NPC258531
Remote Similarity	0.6594	NPC161956
Remote Similarity	0.6593	NPC288232
Remote Similarity	0.6585	NPC473743
Remote Similarity	0.6584	NPC472106
Remote Similarity	0.6582	NPC104345
Remote Similarity	0.6581	NPC154602
Remote Similarity	0.6577	NPC315051
Remote Similarity	0.6575	NPC316104
Remote Similarity	0.6575	NPC162417
Remote Similarity	0.6567	NPC57051
Remote Similarity	0.6567	NPC296163
Remote Similarity	0.6565	NPC302790
Remote Similarity	0.6562	NPC472117
Remote Similarity	0.6549	NPC252794
Remote Similarity	0.6543	NPC279527
Remote Similarity	0.6543	NPC214960
Remote Similarity	0.6541	NPC276085
Remote Similarity	0.6538	NPC117032
Remote Similarity	0.6538	NPC122106
Remote Similarity	0.6535	NPC326792
Remote Similarity	0.6509	NPC256288
Remote Similarity	0.65	NPC17497
Remote Similarity	0.65	NPC305602
Remote Similarity	0.65	NPC472102
Remote Similarity	0.65	NPC309531
Remote Similarity	0.65	NPC225319
Remote Similarity	0.6494	NPC254798
Remote Similarity	0.6489	NPC20322
Remote Similarity	0.6488	NPC11149
Remote Similarity	0.6486	NPC267508
Remote Similarity	0.6478	NPC222029
Remote Similarity	0.6471	NPC2933
Remote Similarity	0.6449	NPC264580
Remote Similarity	0.6447	NPC308197
Remote Similarity	0.6443	NPC287358
Remote Similarity	0.6438	NPC53044
Remote Similarity	0.6433	NPC259626
Remote Similarity	0.6429	NPC264589
Remote Similarity	0.6415	NPC469536
Remote Similarity	0.6414	NPC187231
Remote Similarity	0.6402	NPC63047
Remote Similarity	0.6402	NPC475248
Remote Similarity	0.64	NPC83214
Remote Similarity	0.6395	NPC473615
Remote Similarity	0.6386	NPC214626
Remote Similarity	0.6386	NPC139085
Remote Similarity	0.6386	NPC96901
Remote Similarity	0.6386	NPC251212
Remote Similarity	0.6383	NPC268534
Remote Similarity	0.6382	NPC238499
Remote Similarity	0.6364	NPC79618
Remote Similarity	0.6364	NPC434
Remote Similarity	0.6358	NPC176983
Remote Similarity	0.6358	NPC229484
Remote Similarity	0.6335	NPC471122
Remote Similarity	0.6331	NPC12649
Remote Similarity	0.6329	NPC285381
Remote Similarity	0.6323	NPC470440
Remote Similarity	0.6322	NPC292675
Remote Similarity	0.632	NPC474974
Remote Similarity	0.6319	NPC138293
Remote Similarity	0.6319	NPC328270
Remote Similarity	0.6319	NPC113056
Remote Similarity	0.6319	NPC322433
Remote Similarity	0.6316	NPC471164
Remote Similarity	0.6304	NPC470544
Remote Similarity	0.6303	NPC33507
Remote Similarity	0.6301	NPC311858
Remote Similarity	0.6299	NPC472258
Remote Similarity	0.6294	NPC286994
Remote Similarity	0.6294	NPC192533
Remote Similarity	0.6291	NPC65408
Remote Similarity	0.6289	NPC478076
Remote Similarity	0.628	NPC471124
Remote Similarity	0.6273	NPC61013
Remote Similarity	0.6272	NPC28848
Remote Similarity	0.6272	NPC14325
Remote Similarity	0.627	NPC329430
Remote Similarity	0.6268	NPC39818
Remote Similarity	0.6259	NPC470545
Remote Similarity	0.6258	NPC99632
Remote Similarity	0.6258	NPC282339
Remote Similarity	0.625	NPC470343
Remote Similarity	0.625	NPC207554
Remote Similarity	0.625	NPC472244
Remote Similarity	0.6242	NPC321617
Remote Similarity	0.6242	NPC472115
Remote Similarity	0.6242	NPC242000
Remote Similarity	0.6242	NPC472114
Remote Similarity	0.6241	NPC179605
Remote Similarity	0.6241	NPC279385
Remote Similarity	0.624	NPC473661
Remote Similarity	0.6235	NPC475094
Remote Similarity	0.6235	NPC193410
Remote Similarity	0.6233	NPC150863
Remote Similarity	0.6231	NPC239854
Remote Similarity	0.6231	NPC329375
Remote Similarity	0.6228	NPC355
Remote Similarity	0.6225	NPC122553
Remote Similarity	0.6224	NPC283130
Remote Similarity	0.6224	NPC328683
Remote Similarity	0.6214	NPC470546
Remote Similarity	0.6213	NPC129624
Remote Similarity	0.6212	NPC167336
Remote Similarity	0.6211	NPC315257
Remote Similarity	0.6211	NPC36836
Remote Similarity	0.6211	NPC63370
Remote Similarity	0.6209	NPC104483
Remote Similarity	0.6197	NPC103292
Remote Similarity	0.6196	NPC248117
Remote Similarity	0.6196	NPC68650
Remote Similarity	0.619	NPC472245
Remote Similarity	0.619	NPC314431
Remote Similarity	0.619	NPC242269
Remote Similarity	0.619	NPC179224
Remote Similarity	0.619	NPC177261
Remote Similarity	0.619	NPC280807
Remote Similarity	0.6185	NPC470003
Remote Similarity	0.6168	NPC65080
Remote Similarity	0.6167	NPC104070
Remote Similarity	0.6165	NPC45033
Remote Similarity	0.6164	NPC475763
Remote Similarity	0.6164	NPC145754
Remote Similarity	0.6159	NPC85651
Remote Similarity	0.6159	NPC286871
Remote Similarity	0.6159	NPC33742
Remote Similarity	0.6159	NPC194881
Remote Similarity	0.6154	NPC470548
Remote Similarity	0.6144	NPC243162
Remote Similarity	0.6143	NPC31651
Remote Similarity	0.6131	NPC318183
Remote Similarity	0.6129	NPC277157
Remote Similarity	0.6127	NPC302169
Remote Similarity	0.6122	NPC209389
Remote Similarity	0.6118	NPC77992
Remote Similarity	0.6115	NPC324445
Remote Similarity	0.6111	NPC84317
Remote Similarity	0.6107	NPC207428
Remote Similarity	0.6107	NPC325479
Remote Similarity	0.6104	NPC2823
Remote Similarity	0.6104	NPC471574
Remote Similarity	0.6102	NPC473298
Remote Similarity	0.6098	NPC143457
Remote Similarity	0.6098	NPC320064
Remote Similarity	0.6098	NPC474058
Remote Similarity	0.6098	NPC315368
Remote Similarity	0.6095	NPC161861

Drug Structure

NPD5136 OpenBabel08211706322D 27 29 0 0 0 0 0 0 0 0999 V2000 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 0.0000 1.0000 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 -1.7321 1.0000 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 -2.5981 1.5000 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 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 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 -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 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 16 24 1 0 0 0 0 17 22 1 0 0 0 0 17 27 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 23 1 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006529
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.21
ALogP	-0.7315
MLogP	3.33
XLogP	5.709
HDA	4
HBD	0
Rotatable Bonds	10
TPSA	32.78
RO5 Violation	1