NPASS drugs

Drug Information

Drug ID:	NPD6358
Drug Name:	Camicinal
Molecular Formula:	C25H33FN4O
Canonical SMILES:	C[C@@H]1NCCN(C1)Cc1ccc(cc1)CC(=O)N1CCC(CC1)Nc1cccc(c1)F
Standard InCHI:	InChI=1S/C25H33FN4O/c1-19-17-29(14-11-27-19)18-21-7-5-20(6-8-21)15-25(31)30-12-9-23(10-13-30)28-24-4-2-3-22(26)16-24/h2-8,16,19,23,27-28H,9-15,17-18H2,1H3/t19-/m0/s1
Standard InCHIKey:	RZKDEGZIFSJVNA-IBGZPJMESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6358

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	268
0.1-0.2	1709
0.2-0.3	9699
0.3-0.4	13262
0.4-0.5	3868
0.5-0.6	1737
0.6-0.7	325
0.7-0.8	22
0.8-0.85	0
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	0.7591	NPC475915
Intermediate Similarity	0.7569	NPC162417
Intermediate Similarity	0.7569	NPC316104
Intermediate Similarity	0.7564	NPC276085
Intermediate Similarity	0.75	NPC109787
Intermediate Similarity	0.75	NPC222029
Intermediate Similarity	0.7469	NPC242269
Intermediate Similarity	0.7344	NPC291610
Intermediate Similarity	0.725	NPC469741
Intermediate Similarity	0.7248	NPC469560
Intermediate Similarity	0.723	NPC471123
Intermediate Similarity	0.7226	NPC473329
Intermediate Similarity	0.7203	NPC252794
Intermediate Similarity	0.7194	NPC226143
Intermediate Similarity	0.7179	NPC66936
Intermediate Similarity	0.7176	NPC473418
Intermediate Similarity	0.7163	NPC268534
Intermediate Similarity	0.7134	NPC117032
Intermediate Similarity	0.7073	NPC63047
Intermediate Similarity	0.7073	NPC475248
Intermediate Similarity	0.7039	NPC471164
Intermediate Similarity	0.7007	NPC126458
Remote Similarity	0.6975	NPC309531
Remote Similarity	0.6975	NPC472102
Remote Similarity	0.6974	NPC130251
Remote Similarity	0.6972	NPC257490
Remote Similarity	0.6972	NPC103292
Remote Similarity	0.6946	NPC161861
Remote Similarity	0.6928	NPC22082
Remote Similarity	0.6928	NPC186284
Remote Similarity	0.6928	NPC470301
Remote Similarity	0.6909	NPC279527
Remote Similarity	0.6909	NPC214960
Remote Similarity	0.6901	NPC279385
Remote Similarity	0.6901	NPC112373
Remote Similarity	0.6901	NPC179605
Remote Similarity	0.6901	NPC161956
Remote Similarity	0.6901	NPC258531
Remote Similarity	0.6852	NPC113946
Remote Similarity	0.6852	NPC104345
Remote Similarity	0.6839	NPC141612
Remote Similarity	0.6839	NPC135601
Remote Similarity	0.6839	NPC17273
Remote Similarity	0.6831	NPC291962
Remote Similarity	0.6831	NPC177684
Remote Similarity	0.6829	NPC194881
Remote Similarity	0.6829	NPC176983
Remote Similarity	0.6828	NPC192533
Remote Similarity	0.6821	NPC300299
Remote Similarity	0.6818	NPC2823
Remote Similarity	0.6809	NPC313449
Remote Similarity	0.6788	NPC271797
Remote Similarity	0.6788	NPC21174
Remote Similarity	0.6747	NPC472106
Remote Similarity	0.6744	NPC286994
Remote Similarity	0.6735	NPC322433
Remote Similarity	0.6727	NPC472120
Remote Similarity	0.6727	NPC472101
Remote Similarity	0.6727	NPC282339
Remote Similarity	0.6727	NPC99632
Remote Similarity	0.6726	NPC472118
Remote Similarity	0.6723	NPC128582
Remote Similarity	0.6711	NPC473417
Remote Similarity	0.671	NPC301760
Remote Similarity	0.6688	NPC83214
Remote Similarity	0.6686	NPC133003
Remote Similarity	0.6667	NPC478076
Remote Similarity	0.6667	NPC470205
Remote Similarity	0.6667	NPC79698
Remote Similarity	0.6644	NPC209389
Remote Similarity	0.6643	NPC220698
Remote Similarity	0.6642	NPC302790
Remote Similarity	0.6624	NPC469537
Remote Similarity	0.6623	NPC53044
Remote Similarity	0.6618	NPC473498
Remote Similarity	0.6604	NPC470440
Remote Similarity	0.66	NPC472245
Remote Similarity	0.6591	NPC259626
Remote Similarity	0.6587	NPC189116
Remote Similarity	0.6585	NPC29285
Remote Similarity	0.657	NPC471743
Remote Similarity	0.6566	NPC225319
Remote Similarity	0.6558	NPC325599
Remote Similarity	0.655	NPC139085
Remote Similarity	0.655	NPC214626
Remote Similarity	0.655	NPC251212
Remote Similarity	0.6545	NPC61013
Remote Similarity	0.6543	NPC206592
Remote Similarity	0.6538	NPC315051
Remote Similarity	0.6534	NPC2933
Remote Similarity	0.6534	NPC21429
Remote Similarity	0.6532	NPC14849
Remote Similarity	0.6531	NPC254698
Remote Similarity	0.6527	NPC286871
Remote Similarity	0.6527	NPC472117
Remote Similarity	0.6525	NPC57051
Remote Similarity	0.6516	NPC287358
Remote Similarity	0.6507	NPC71684
Remote Similarity	0.6506	NPC193410
Remote Similarity	0.6506	NPC36495
Remote Similarity	0.6503	NPC313673
Remote Similarity	0.65	NPC264589
Remote Similarity	0.6497	NPC307396
Remote Similarity	0.6497	NPC99939
Remote Similarity	0.6497	NPC308931
Remote Similarity	0.6491	NPC292265
Remote Similarity	0.6491	NPC318183
Remote Similarity	0.6489	NPC329430
Remote Similarity	0.6488	NPC138293
Remote Similarity	0.6488	NPC113056
Remote Similarity	0.6485	NPC84317
Remote Similarity	0.6478	NPC136002
Remote Similarity	0.6477	NPC256288
Remote Similarity	0.6467	NPC68650
Remote Similarity	0.6467	NPC248117
Remote Similarity	0.6467	NPC145754
Remote Similarity	0.6464	NPC272458
Remote Similarity	0.6463	NPC295021
Remote Similarity	0.6463	NPC39818
Remote Similarity	0.646	NPC254798
Remote Similarity	0.6458	NPC192209
Remote Similarity	0.6453	NPC285622
Remote Similarity	0.6453	NPC473743
Remote Similarity	0.6443	NPC470343
Remote Similarity	0.6443	NPC472244
Remote Similarity	0.6438	NPC316582
Remote Similarity	0.6438	NPC313850
Remote Similarity	0.6434	NPC473573
Remote Similarity	0.6429	NPC474473
Remote Similarity	0.6424	NPC150863
Remote Similarity	0.6423	NPC167336
Remote Similarity	0.6416	NPC328611
Remote Similarity	0.6414	NPC228515
Remote Similarity	0.6409	NPC276430
Remote Similarity	0.6407	NPC474880
Remote Similarity	0.6407	NPC154478
Remote Similarity	0.6407	NPC471122
Remote Similarity	0.6407	NPC221786
Remote Similarity	0.6407	NPC475990
Remote Similarity	0.6405	NPC473962
Remote Similarity	0.64	NPC182057
Remote Similarity	0.64	NPC147298
Remote Similarity	0.64	NPC131450
Remote Similarity	0.6382	NPC314431
Remote Similarity	0.6382	NPC280807
Remote Similarity	0.6382	NPC187231
Remote Similarity	0.6374	NPC471386
Remote Similarity	0.6369	NPC65408
Remote Similarity	0.6369	NPC473615
Remote Similarity	0.6358	NPC96901
Remote Similarity	0.6358	NPC476950
Remote Similarity	0.6354	NPC324091
Remote Similarity	0.6353	NPC471124
Remote Similarity	0.6352	NPC472241
Remote Similarity	0.6348	NPC467063
Remote Similarity	0.6347	NPC123241
Remote Similarity	0.6341	NPC243756
Remote Similarity	0.6341	NPC154602
Remote Similarity	0.6333	NPC229484
Remote Similarity	0.6331	NPC434
Remote Similarity	0.6331	NPC79618
Remote Similarity	0.6329	NPC207554
Remote Similarity	0.6316	NPC472115
Remote Similarity	0.6316	NPC111428
Remote Similarity	0.6316	NPC472114
Remote Similarity	0.6312	NPC308197
Remote Similarity	0.6307	NPC11126
Remote Similarity	0.6299	NPC207428
Remote Similarity	0.6298	NPC292675
Remote Similarity	0.6296	NPC469735
Remote Similarity	0.6296	NPC477179
Remote Similarity	0.6294	NPC296163
Remote Similarity	0.6294	NPC187036
Remote Similarity	0.6292	NPC470317
Remote Similarity	0.6292	NPC477159
Remote Similarity	0.6289	NPC471574
Remote Similarity	0.6289	NPC88097
Remote Similarity	0.6279	NPC224970
Remote Similarity	0.6279	NPC167724
Remote Similarity	0.6279	NPC223595
Remote Similarity	0.6278	NPC94752
Remote Similarity	0.6272	NPC229173
Remote Similarity	0.6271	NPC91179
Remote Similarity	0.6263	NPC477180
Remote Similarity	0.6263	NPC254850
Remote Similarity	0.6263	NPC477178
Remote Similarity	0.6263	NPC477181
Remote Similarity	0.626	NPC470926
Remote Similarity	0.6258	NPC212799
Remote Similarity	0.6257	NPC228835
Remote Similarity	0.6257	NPC106118
Remote Similarity	0.625	NPC471945
Remote Similarity	0.625	NPC475259
Remote Similarity	0.625	NPC471950
Remote Similarity	0.625	NPC260075
Remote Similarity	0.625	NPC470491
Remote Similarity	0.6237	NPC162440
Remote Similarity	0.6235	NPC293458
Remote Similarity	0.6235	NPC472242
Remote Similarity	0.6233	NPC470545

Drug Structure

NPD6358 OpenBabel08211709092D 33 36 0 0 1 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 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 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 4.3301 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 3.4641 0.0000 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 7.7942 -2.5000 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 6.0622 -1.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 F 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 6.9282 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 22 1 0 0 0 0 4 24 2 0 0 0 0 5 7 1 0 0 0 0 5 20 2 0 0 0 0 6 8 2 0 0 0 0 6 20 1 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 27 1 0 0 0 0 12 30 1 0 0 0 0 13 30 1 0 0 0 0 14 29 1 0 0 0 0 15 20 1 0 0 0 0 15 25 1 0 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 17 29 1 0 0 0 0 18 21 1 0 0 0 0 18 29 1 0 0 0 0 19 1 1 6 0 0 0 19 27 1 0 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 24 28 1 0 0 0 0 25 30 1 0 0 0 0 25 31 2 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000398; DNCL003577
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	15984937
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.26
ALogP	-1.5038
MLogP	3.55
XLogP	4.233
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	47.61
RO5 Violation	0