NPASS drugs

Drug Information

Drug ID:	NPD4775
Drug Name:
Molecular Formula:	C21H32N2O
Canonical SMILES:	CCCCC1CCN(CC1)CCCN1C(=O)CCc2c1cccc2
Standard InCHI:	InChI=1S/C21H32N2O/c1-2-3-7-18-12-16-22(17-13-18)14-6-15-23-20-9-5-4-8-19(20)10-11-21(23)24/h4-5,8-9,18H,2-3,6-7,10-17H2,1H3
Standard InCHIKey:	PHMGZAICAOYEAF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4775

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	198
0.1-0.2	1583
0.2-0.3	8708
0.3-0.4	13971
0.4-0.5	4216
0.5-0.6	1754
0.6-0.7	387
0.7-0.8	71
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8538	NPC471123
Intermediate Similarity	0.8409	NPC469560
Intermediate Similarity	0.7883	NPC470301
Intermediate Similarity	0.7795	NPC161956
Intermediate Similarity	0.7795	NPC112373
Intermediate Similarity	0.7795	NPC258531
Intermediate Similarity	0.7778	NPC291610
Intermediate Similarity	0.774	NPC113946
Intermediate Similarity	0.7717	NPC177684
Intermediate Similarity	0.7717	NPC291962
Intermediate Similarity	0.7717	NPC226143
Intermediate Similarity	0.7692	NPC473329
Intermediate Similarity	0.7639	NPC66936
Intermediate Similarity	0.7597	NPC257490
Intermediate Similarity	0.7445	NPC162417
Intermediate Similarity	0.7445	NPC316104
Intermediate Similarity	0.7429	NPC130251
Intermediate Similarity	0.7391	NPC300299
Intermediate Similarity	0.7383	NPC222029
Intermediate Similarity	0.7381	NPC57051
Intermediate Similarity	0.7376	NPC186284
Intermediate Similarity	0.7376	NPC22082
Intermediate Similarity	0.7351	NPC472120
Intermediate Similarity	0.7351	NPC472101
Intermediate Similarity	0.7333	NPC471122
Intermediate Similarity	0.7328	NPC103292
Intermediate Similarity	0.7297	NPC478076
Intermediate Similarity	0.7295	NPC473418
Intermediate Similarity	0.7273	NPC63047
Intermediate Similarity	0.7273	NPC39818
Intermediate Similarity	0.7273	NPC475248
Intermediate Similarity	0.7267	NPC104345
Intermediate Similarity	0.7255	NPC471124
Intermediate Similarity	0.7255	NPC472106
Intermediate Similarity	0.7254	NPC471164
Intermediate Similarity	0.7252	NPC179605
Intermediate Similarity	0.7252	NPC279385
Intermediate Similarity	0.7239	NPC472244
Intermediate Similarity	0.7239	NPC470343
Intermediate Similarity	0.7237	NPC469741
Intermediate Similarity	0.7237	NPC194881
Intermediate Similarity	0.7231	NPC228515
Intermediate Similarity	0.723	NPC117032
Intermediate Similarity	0.7219	NPC276085
Intermediate Similarity	0.7208	NPC279527
Intermediate Similarity	0.7208	NPC214960
Intermediate Similarity	0.7206	NPC150863
Intermediate Similarity	0.72	NPC29285
Intermediate Similarity	0.7197	NPC475915
Intermediate Similarity	0.7183	NPC315051
Intermediate Similarity	0.7171	NPC225319
Intermediate Similarity	0.7153	NPC187231
Intermediate Similarity	0.7153	NPC314431
Intermediate Similarity	0.7153	NPC280807
Intermediate Similarity	0.7153	NPC308197
Intermediate Similarity	0.7153	NPC472245
Intermediate Similarity	0.7143	NPC109787
Intermediate Similarity	0.7143	NPC268534
Intermediate Similarity	0.7134	NPC214626
Intermediate Similarity	0.7134	NPC251212
Intermediate Similarity	0.7134	NPC139085
Intermediate Similarity	0.7133	NPC301760
Intermediate Similarity	0.7124	NPC472117
Intermediate Similarity	0.7121	NPC316582
Intermediate Similarity	0.7113	NPC83214
Intermediate Similarity	0.7059	NPC309531
Intermediate Similarity	0.7059	NPC472102
Intermediate Similarity	0.705	NPC207428
Intermediate Similarity	0.7034	NPC469537
Intermediate Similarity	0.7027	NPC242000
Intermediate Similarity	0.7025	NPC161861
Intermediate Similarity	0.7025	NPC242269
Intermediate Similarity	0.7023	NPC313449
Remote Similarity	0.6993	NPC193410
Remote Similarity	0.6993	NPC36495
Remote Similarity	0.6968	NPC21174
Remote Similarity	0.6968	NPC271797
Remote Similarity	0.6948	NPC248117
Remote Similarity	0.6934	NPC322433
Remote Similarity	0.6934	NPC252794
Remote Similarity	0.6933	NPC154602
Remote Similarity	0.6933	NPC243756
Remote Similarity	0.6928	NPC61013
Remote Similarity	0.6918	NPC96901
Remote Similarity	0.6914	NPC286994
Remote Similarity	0.6903	NPC99632
Remote Similarity	0.6903	NPC176983
Remote Similarity	0.6903	NPC282339
Remote Similarity	0.6894	NPC260075
Remote Similarity	0.6894	NPC192209
Remote Similarity	0.6885	NPC75496
Remote Similarity	0.6879	NPC472115
Remote Similarity	0.6879	NPC472114
Remote Similarity	0.6875	NPC65408
Remote Similarity	0.6859	NPC328270
Remote Similarity	0.6857	NPC231382
Remote Similarity	0.6853	NPC325599
Remote Similarity	0.6853	NPC267508
Remote Similarity	0.6846	NPC187036
Remote Similarity	0.6838	NPC254698
Remote Similarity	0.6828	NPC207554
Remote Similarity	0.6812	NPC250476
Remote Similarity	0.6809	NPC53044
Remote Similarity	0.6797	NPC473297
Remote Similarity	0.6788	NPC192533
Remote Similarity	0.6781	NPC2823
Remote Similarity	0.6781	NPC471574
Remote Similarity	0.6772	NPC56233
Remote Similarity	0.6742	NPC288232
Remote Similarity	0.6739	NPC79698
Remote Similarity	0.6733	NPC212799
Remote Similarity	0.6733	NPC254798
Remote Similarity	0.6731	NPC474058
Remote Similarity	0.673	NPC223595
Remote Similarity	0.673	NPC224970
Remote Similarity	0.673	NPC167724
Remote Similarity	0.6719	NPC302790
Remote Similarity	0.6718	NPC296163
Remote Similarity	0.6716	NPC264580
Remote Similarity	0.6716	NPC220698
Remote Similarity	0.6714	NPC209389
Remote Similarity	0.671	NPC123241
Remote Similarity	0.6708	NPC285622
Remote Similarity	0.6708	NPC476425
Remote Similarity	0.6706	NPC471386
Remote Similarity	0.6694	NPC256452
Remote Similarity	0.6694	NPC326792
Remote Similarity	0.669	NPC122553
Remote Similarity	0.6689	NPC478040
Remote Similarity	0.6687	NPC472118
Remote Similarity	0.6667	NPC285381
Remote Similarity	0.6667	NPC470548
Remote Similarity	0.6667	NPC17497
Remote Similarity	0.6667	NPC122106
Remote Similarity	0.6667	NPC305602
Remote Similarity	0.6645	NPC84317
Remote Similarity	0.6644	NPC136002
Remote Similarity	0.6643	NPC478079
Remote Similarity	0.6643	NPC476950
Remote Similarity	0.6641	NPC172170
Remote Similarity	0.6641	NPC20322
Remote Similarity	0.6626	NPC476441
Remote Similarity	0.6624	NPC315368
Remote Similarity	0.6617	NPC473573
Remote Similarity	0.6607	NPC478077
Remote Similarity	0.6605	NPC473743
Remote Similarity	0.6599	NPC472243
Remote Similarity	0.6597	NPC313352
Remote Similarity	0.6588	NPC22689
Remote Similarity	0.6588	NPC105055
Remote Similarity	0.6584	NPC469915
Remote Similarity	0.6582	NPC293458
Remote Similarity	0.6582	NPC286871
Remote Similarity	0.6562	NPC473498
Remote Similarity	0.6562	NPC45033
Remote Similarity	0.6561	NPC154478
Remote Similarity	0.6556	NPC478039
Remote Similarity	0.6556	NPC470440
Remote Similarity	0.6552	NPC162440
Remote Similarity	0.6549	NPC473417
Remote Similarity	0.6548	NPC133003
Remote Similarity	0.6545	NPC248462
Remote Similarity	0.6543	NPC318183
Remote Similarity	0.6541	NPC113056
Remote Similarity	0.6541	NPC33742
Remote Similarity	0.6541	NPC138293
Remote Similarity	0.6538	NPC469536
Remote Similarity	0.6535	NPC275467
Remote Similarity	0.6533	NPC314186
Remote Similarity	0.6524	NPC264482
Remote Similarity	0.6524	NPC203202
Remote Similarity	0.6519	NPC143457
Remote Similarity	0.6519	NPC201424
Remote Similarity	0.6512	NPC79618
Remote Similarity	0.651	NPC238499
Remote Similarity	0.6509	NPC135601
Remote Similarity	0.6509	NPC17273
Remote Similarity	0.6509	NPC141612
Remote Similarity	0.6506	NPC15840
Remote Similarity	0.6503	NPC314098
Remote Similarity	0.6503	NPC126458
Remote Similarity	0.65	NPC78154
Remote Similarity	0.6497	NPC477887
Remote Similarity	0.6484	NPC167336
Remote Similarity	0.6478	NPC476231
Remote Similarity	0.6475	NPC71140
Remote Similarity	0.6474	NPC161827
Remote Similarity	0.6466	NPC35850
Remote Similarity	0.6466	NPC276949
Remote Similarity	0.6463	NPC287358
Remote Similarity	0.6462	NPC164802
Remote Similarity	0.6458	NPC473962
Remote Similarity	0.6452	NPC472258
Remote Similarity	0.6447	NPC324445
Remote Similarity	0.6447	NPC264589
Remote Similarity	0.6447	NPC469735
Remote Similarity	0.6446	NPC6974
Remote Similarity	0.6446	NPC99043
Remote Similarity	0.6446	NPC218594
Remote Similarity	0.6446	NPC470926

Drug Structure

NPD4775 OpenBabel08211705272D 24 26 0 0 0 0 0 0 0 0999 V2000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -1.7321 -0.0000 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 5.1962 0.0000 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 0.8660 0.5000 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 0.5000 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 -0.8660 -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 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 3.4641 0.0000 0.0000 N 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 14 1 0 0 0 0 6 15 1 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 19 20 1 0 0 0 0 20 23 1 0 0 0 0 21 23 1 0 0 0 0 21 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000099
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10236758
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.25
ALogP	-1.9172
MLogP	3.44
XLogP	5.352
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	23.55
RO5 Violation	1