NPASS drugs

Drug Information

Drug ID:	NPD5131
Drug Name:
Molecular Formula:	C22H27ClN2O
Canonical SMILES:	CC(N1CCC(CC1)N(c1ccc(cc1)Cl)C(=O)Cc1ccccc1)C
Standard InCHI:	InChI=1S/C22H27ClN2O/c1-17(2)24-14-12-21(13-15-24)25(20-10-8-19(23)9-11-20)22(26)16-18-6-4-3-5-7-18/h3-11,17,21H,12-16H2,1-2H3
Standard InCHIKey:	XHOJAWVAWFHGHL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5131

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	228
0.1-0.2	1993
0.2-0.3	10010
0.3-0.4	12858
0.4-0.5	4190
0.5-0.6	1385
0.6-0.7	207
0.7-0.8	19
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	0.7842	NPC325599
Intermediate Similarity	0.7769	NPC291610
Intermediate Similarity	0.7444	NPC226143
Intermediate Similarity	0.7333	NPC257490
Intermediate Similarity	0.7302	NPC473418
Intermediate Similarity	0.7241	NPC469560
Intermediate Similarity	0.7222	NPC471123
Intermediate Similarity	0.7203	NPC313352
Intermediate Similarity	0.7185	NPC291962
Intermediate Similarity	0.7185	NPC177684
Intermediate Similarity	0.7161	NPC477887
Intermediate Similarity	0.7153	NPC300299
Intermediate Similarity	0.7132	NPC112373
Intermediate Similarity	0.7132	NPC258531
Intermediate Similarity	0.7132	NPC161956
Intermediate Similarity	0.7083	NPC316104
Intermediate Similarity	0.7083	NPC162417
Intermediate Similarity	0.7013	NPC117032
Intermediate Similarity	0.7007	NPC316582
Remote Similarity	0.6985	NPC228515
Remote Similarity	0.6948	NPC66936
Remote Similarity	0.6913	NPC186284
Remote Similarity	0.6913	NPC22082
Remote Similarity	0.6906	NPC268534
Remote Similarity	0.6892	NPC83214
Remote Similarity	0.6866	NPC57051
Remote Similarity	0.6846	NPC130251
Remote Similarity	0.6835	NPC113946
Remote Similarity	0.68	NPC470301
Remote Similarity	0.6792	NPC276085
Remote Similarity	0.6763	NPC279385
Remote Similarity	0.6763	NPC179605
Remote Similarity	0.6739	NPC220698
Remote Similarity	0.6733	NPC315051
Remote Similarity	0.673	NPC222029
Remote Similarity	0.6714	NPC103292
Remote Similarity	0.6708	NPC472117
Remote Similarity	0.6708	NPC472120
Remote Similarity	0.6708	NPC472101
Remote Similarity	0.669	NPC192533
Remote Similarity	0.669	NPC187231
Remote Similarity	0.6689	NPC471164
Remote Similarity	0.6667	NPC39818
Remote Similarity	0.6667	NPC473329
Remote Similarity	0.6667	NPC29285
Remote Similarity	0.6667	NPC65408
Remote Similarity	0.6646	NPC309531
Remote Similarity	0.6646	NPC63047
Remote Similarity	0.6646	NPC475248
Remote Similarity	0.6646	NPC472102
Remote Similarity	0.6643	NPC472244
Remote Similarity	0.6643	NPC317564
Remote Similarity	0.6643	NPC470343
Remote Similarity	0.6641	NPC167336
Remote Similarity	0.6626	NPC472106
Remote Similarity	0.6623	NPC207554
Remote Similarity	0.6621	NPC150863
Remote Similarity	0.6603	NPC109787
Remote Similarity	0.6601	NPC308197
Remote Similarity	0.66	NPC316906
Remote Similarity	0.6599	NPC207428
Remote Similarity	0.6596	NPC475915
Remote Similarity	0.6585	NPC214960
Remote Similarity	0.6585	NPC279527
Remote Similarity	0.6579	NPC301760
Remote Similarity	0.6579	NPC2823
Remote Similarity	0.6579	NPC471574
Remote Similarity	0.6575	NPC280807
Remote Similarity	0.6575	NPC472245
Remote Similarity	0.6575	NPC314431
Remote Similarity	0.6547	NPC313449
Remote Similarity	0.6543	NPC225319
Remote Similarity	0.6528	NPC79698
Remote Similarity	0.6522	NPC104345
Remote Similarity	0.6512	NPC75496
Remote Similarity	0.6507	NPC209389
Remote Similarity	0.6503	NPC469741
Remote Similarity	0.6503	NPC194881
Remote Similarity	0.6496	NPC187036
Remote Similarity	0.6494	NPC469537
Remote Similarity	0.6483	NPC322433
Remote Similarity	0.648	NPC470926
Remote Similarity	0.6475	NPC125416
Remote Similarity	0.6471	NPC315348
Remote Similarity	0.6471	NPC32002
Remote Similarity	0.6466	NPC45033
Remote Similarity	0.6466	NPC473498
Remote Similarity	0.6452	NPC136002
Remote Similarity	0.6449	NPC113099
Remote Similarity	0.6438	NPC478079
Remote Similarity	0.6438	NPC476950
Remote Similarity	0.6438	NPC469949
Remote Similarity	0.6429	NPC96901
Remote Similarity	0.6429	NPC192209
Remote Similarity	0.6429	NPC242269
Remote Similarity	0.6415	NPC154602
Remote Similarity	0.6415	NPC243756
Remote Similarity	0.6407	NPC116961
Remote Similarity	0.6403	NPC288232
Remote Similarity	0.6402	NPC176983
Remote Similarity	0.6392	NPC242000
Remote Similarity	0.6389	NPC254698
Remote Similarity	0.6382	NPC287358
Remote Similarity	0.6382	NPC122553
Remote Similarity	0.638	NPC471122
Remote Similarity	0.6377	NPC296163
Remote Similarity	0.6376	NPC53044
Remote Similarity	0.637	NPC252794
Remote Similarity	0.637	NPC302790
Remote Similarity	0.6369	NPC355
Remote Similarity	0.6337	NPC286994
Remote Similarity	0.6336	NPC326792
Remote Similarity	0.6335	NPC478076
Remote Similarity	0.6331	NPC251212
Remote Similarity	0.6331	NPC161861
Remote Similarity	0.6331	NPC139085
Remote Similarity	0.6331	NPC214626
Remote Similarity	0.6329	NPC254798
Remote Similarity	0.6328	NPC256452
Remote Similarity	0.6325	NPC471124
Remote Similarity	0.6319	NPC61013
Remote Similarity	0.6316	NPC267508
Remote Similarity	0.6309	NPC231382
Remote Similarity	0.6309	NPC126458
Remote Similarity	0.6303	NPC99632
Remote Similarity	0.6303	NPC282339
Remote Similarity	0.6296	NPC20322
Remote Similarity	0.6294	NPC470548
Remote Similarity	0.629	NPC305602
Remote Similarity	0.629	NPC17497
Remote Similarity	0.6286	NPC473573
Remote Similarity	0.628	NPC193410
Remote Similarity	0.628	NPC36495
Remote Similarity	0.6268	NPC264580
Remote Similarity	0.6267	NPC473962
Remote Similarity	0.6265	NPC113056
Remote Similarity	0.6265	NPC138293
Remote Similarity	0.6259	NPC250476
Remote Similarity	0.6258	NPC476464
Remote Similarity	0.6258	NPC84317
Remote Similarity	0.625	NPC71140
Remote Similarity	0.6242	NPC473417
Remote Similarity	0.6242	NPC248117
Remote Similarity	0.6235	NPC295021
Remote Similarity	0.6234	NPC471312
Remote Similarity	0.6228	NPC471130
Remote Similarity	0.6226	NPC212799
Remote Similarity	0.6214	NPC471318
Remote Similarity	0.6214	NPC33742
Remote Similarity	0.6205	NPC286871
Remote Similarity	0.6194	NPC472243
Remote Similarity	0.6193	NPC133003
Remote Similarity	0.6182	NPC154478
Remote Similarity	0.6181	NPC27833
Remote Similarity	0.6178	NPC478040
Remote Similarity	0.6176	NPC172170
Remote Similarity	0.6176	NPC318183
Remote Similarity	0.6176	NPC55529
Remote Similarity	0.6176	NPC79618
Remote Similarity	0.6176	NPC434
Remote Similarity	0.6173	NPC122106
Remote Similarity	0.6173	NPC285381
Remote Similarity	0.6171	NPC470205
Remote Similarity	0.6168	NPC328270
Remote Similarity	0.6168	NPC21174
Remote Similarity	0.6168	NPC271797
Remote Similarity	0.6164	NPC470440
Remote Similarity	0.6164	NPC478039
Remote Similarity	0.6158	NPC141612
Remote Similarity	0.6158	NPC135601
Remote Similarity	0.6158	NPC17273
Remote Similarity	0.6149	NPC144691
Remote Similarity	0.6148	NPC476198
Remote Similarity	0.6145	NPC143457
Remote Similarity	0.6145	NPC201424
Remote Similarity	0.6143	NPC276949
Remote Similarity	0.6143	NPC35850
Remote Similarity	0.614	NPC285622
Remote Similarity	0.6131	NPC77294
Remote Similarity	0.6121	NPC123241
Remote Similarity	0.6118	NPC472118
Remote Similarity	0.6115	NPC238499
Remote Similarity	0.6108	NPC88970
Remote Similarity	0.6107	NPC472258
Remote Similarity	0.6093	NPC314098
Remote Similarity	0.6092	NPC475094
Remote Similarity	0.6084	NPC470545
Remote Similarity	0.6081	NPC474926
Remote Similarity	0.6077	NPC329430
Remote Similarity	0.6074	NPC275467
Remote Similarity	0.6071	NPC189116
Remote Similarity	0.6062	NPC324445
Remote Similarity	0.6062	NPC264589
Remote Similarity	0.6061	NPC469536
Remote Similarity	0.6059	NPC224970
Remote Similarity	0.6059	NPC167724
Remote Similarity	0.6059	NPC223595
Remote Similarity	0.6053	NPC257390
Remote Similarity	0.6048	NPC315368
Remote Similarity	0.6048	NPC474058

Drug Structure

NPD5131 OpenBabel08211706322D 26 28 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 -1.7321 -0.0000 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 6.9282 -1.0000 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 6.0622 -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 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 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 4.3301 -1.5000 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 Cl 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 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 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 18 2 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 19 2 0 0 0 0 9 11 2 0 0 0 0 9 19 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 21 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 16 18 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 19 23 1 0 0 0 0 20 25 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	DIB014274
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.18
ALogP	-0.3935
MLogP	3.44
XLogP	6.719
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	23.55
RO5 Violation	1