NPASS drugs

Drug Information

Drug ID:	NPD5653
Drug Name:	BIBX-79
Molecular Formula:	C23H29ClN2O
Canonical SMILES:	CN(Cc1ccc(cc1)[C@@H]1CC[C@H](CC1)N(C(=O)c1ccc(cc1)Cl)C)C
Standard InCHI:	InChI=1S/C23H29ClN2O/c1-25(2)16-17-4-6-18(7-5-17)19-10-14-22(15-11-19)26(3)23(27)20-8-12-21(24)13-9-20/h4-9,12-13,19,22H,10-11,14-16H2,1-3H3/t19-,22-
Standard InCHIKey:	WBNUHWUTAHSPER-XYWHTSSQSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5653

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	226
0.1-0.2	1554
0.2-0.3	6430
0.3-0.4	12513
0.4-0.5	8868
0.5-0.6	1142
0.6-0.7	147
0.7-0.8	9
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	0.8077	NPC79698
Intermediate Similarity	0.7778	NPC126458
Intermediate Similarity	0.7721	NPC473962
Intermediate Similarity	0.7339	NPC167336
Intermediate Similarity	0.7231	NPC113099
Intermediate Similarity	0.72	NPC473418
Intermediate Similarity	0.7176	NPC473573
Intermediate Similarity	0.7099	NPC246904
Intermediate Similarity	0.7087	NPC55529
Intermediate Similarity	0.7083	NPC316906
Remote Similarity	0.6963	NPC226143
Remote Similarity	0.6889	NPC320656
Remote Similarity	0.6885	NPC256452
Remote Similarity	0.6867	NPC313850
Remote Similarity	0.6667	NPC27833
Remote Similarity	0.6639	NPC470926
Remote Similarity	0.6619	NPC257490
Remote Similarity	0.6615	NPC45033
Remote Similarity	0.6593	NPC471318
Remote Similarity	0.6583	NPC305602
Remote Similarity	0.6583	NPC17497
Remote Similarity	0.6562	NPC239854
Remote Similarity	0.6562	NPC73644
Remote Similarity	0.6538	NPC474695
Remote Similarity	0.6531	NPC266425
Remote Similarity	0.6531	NPC313352
Remote Similarity	0.6522	NPC220698
Remote Similarity	0.6483	NPC179224
Remote Similarity	0.6475	NPC177684
Remote Similarity	0.6475	NPC291962
Remote Similarity	0.6452	NPC473661
Remote Similarity	0.6446	NPC69057
Remote Similarity	0.6443	NPC325599
Remote Similarity	0.6429	NPC258531
Remote Similarity	0.6429	NPC185208
Remote Similarity	0.6429	NPC112373
Remote Similarity	0.6429	NPC161956
Remote Similarity	0.6429	NPC219573
Remote Similarity	0.64	NPC246757
Remote Similarity	0.64	NPC291070
Remote Similarity	0.64	NPC71140
Remote Similarity	0.6376	NPC300299
Remote Similarity	0.6364	NPC285394
Remote Similarity	0.6364	NPC473498
Remote Similarity	0.6358	NPC83214
Remote Similarity	0.635	NPC33742
Remote Similarity	0.6345	NPC239990
Remote Similarity	0.6345	NPC152850
Remote Similarity	0.6345	NPC89923
Remote Similarity	0.6345	NPC105114
Remote Similarity	0.6345	NPC71933
Remote Similarity	0.6331	NPC470545
Remote Similarity	0.6328	NPC49994
Remote Similarity	0.6319	NPC470343
Remote Similarity	0.6319	NPC472244
Remote Similarity	0.6309	NPC316104
Remote Similarity	0.6309	NPC162417
Remote Similarity	0.6301	NPC473322
Remote Similarity	0.6301	NPC150863
Remote Similarity	0.6296	NPC313981
Remote Similarity	0.6288	NPC476198
Remote Similarity	0.6288	NPC474910
Remote Similarity	0.6286	NPC470546
Remote Similarity	0.6277	NPC57051
Remote Similarity	0.6277	NPC35850
Remote Similarity	0.6277	NPC276949
Remote Similarity	0.6276	NPC322433
Remote Similarity	0.6276	NPC136453
Remote Similarity	0.627	NPC289883
Remote Similarity	0.6268	NPC314192
Remote Similarity	0.626	NPC267262
Remote Similarity	0.626	NPC471310
Remote Similarity	0.6259	NPC239357
Remote Similarity	0.6259	NPC280807
Remote Similarity	0.6259	NPC470544
Remote Similarity	0.6259	NPC472245
Remote Similarity	0.6259	NPC314431
Remote Similarity	0.625	NPC181390
Remote Similarity	0.625	NPC239185
Remote Similarity	0.625	NPC149263
Remote Similarity	0.6231	NPC476993
Remote Similarity	0.622	NPC329430
Remote Similarity	0.622	NPC260233
Remote Similarity	0.6216	NPC255447
Remote Similarity	0.6216	NPC157311
Remote Similarity	0.6202	NPC134882
Remote Similarity	0.619	NPC323420
Remote Similarity	0.619	NPC153885
Remote Similarity	0.619	NPC111428
Remote Similarity	0.6176	NPC475427
Remote Similarity	0.6174	NPC44805
Remote Similarity	0.6174	NPC207428
Remote Similarity	0.6174	NPC8761
Remote Similarity	0.6168	NPC63047
Remote Similarity	0.6168	NPC475248
Remote Similarity	0.6165	NPC474559
Remote Similarity	0.616	NPC277277
Remote Similarity	0.616	NPC19256
Remote Similarity	0.6154	NPC71684
Remote Similarity	0.6148	NPC77294
Remote Similarity	0.6148	NPC252067
Remote Similarity	0.6144	NPC469560
Remote Similarity	0.6142	NPC238219
Remote Similarity	0.6142	NPC474974
Remote Similarity	0.6138	NPC192533
Remote Similarity	0.6135	NPC477887
Remote Similarity	0.6124	NPC265220
Remote Similarity	0.6118	NPC471123
Remote Similarity	0.6111	NPC268534
Remote Similarity	0.6111	NPC133461
Remote Similarity	0.6107	NPC109514
Remote Similarity	0.6107	NPC474582
Remote Similarity	0.6107	NPC120251
Remote Similarity	0.6104	NPC130251
Remote Similarity	0.6094	NPC472880
Remote Similarity	0.6087	NPC117032
Remote Similarity	0.6084	NPC200964
Remote Similarity	0.6084	NPC179605
Remote Similarity	0.6084	NPC316582
Remote Similarity	0.6084	NPC279385
Remote Similarity	0.6083	NPC145053
Remote Similarity	0.6083	NPC12936
Remote Similarity	0.6083	NPC273033
Remote Similarity	0.6077	NPC75724
Remote Similarity	0.6077	NPC322598
Remote Similarity	0.6065	NPC301760
Remote Similarity	0.6065	NPC471164
Remote Similarity	0.6063	NPC59677
Remote Similarity	0.6063	NPC1682
Remote Similarity	0.6063	NPC155232
Remote Similarity	0.6063	NPC188844
Remote Similarity	0.6056	NPC228515
Remote Similarity	0.6054	NPC119326
Remote Similarity	0.6045	NPC143516
Remote Similarity	0.6042	NPC103292
Remote Similarity	0.604	NPC200589
Remote Similarity	0.6028	NPC315276
Remote Similarity	0.6028	NPC14672
Remote Similarity	0.6028	NPC285926
Remote Similarity	0.6027	NPC22746
Remote Similarity	0.6027	NPC222466
Remote Similarity	0.6025	NPC66936
Remote Similarity	0.6015	NPC475939
Remote Similarity	0.6015	NPC474866
Remote Similarity	0.6015	NPC472691
Remote Similarity	0.6015	NPC471829
Remote Similarity	0.6	NPC285716
Remote Similarity	0.6	NPC39818
Remote Similarity	0.6	NPC471447
Remote Similarity	0.6	NPC71664
Remote Similarity	0.6	NPC190567
Remote Similarity	0.6	NPC130898
Remote Similarity	0.6	NPC315051
Remote Similarity	0.6	NPC474804
Remote Similarity	0.6	NPC474973
Remote Similarity	0.6	NPC472258
Remote Similarity	0.6	NPC17408
Remote Similarity	0.5986	NPC101719
Remote Similarity	0.5985	NPC472879
Remote Similarity	0.5984	NPC197581
Remote Similarity	0.5984	NPC104070
Remote Similarity	0.5984	NPC284475
Remote Similarity	0.5984	NPC273758
Remote Similarity	0.5984	NPC103346
Remote Similarity	0.5976	NPC84317
Remote Similarity	0.5974	NPC122553
Remote Similarity	0.597	NPC275467
Remote Similarity	0.5968	NPC307
Remote Similarity	0.5968	NPC160339
Remote Similarity	0.5962	NPC471574
Remote Similarity	0.5962	NPC2823
Remote Similarity	0.596	NPC194857
Remote Similarity	0.596	NPC32858
Remote Similarity	0.596	NPC257390
Remote Similarity	0.5952	NPC298115
Remote Similarity	0.5952	NPC418308
Remote Similarity	0.5948	NPC9687
Remote Similarity	0.5948	NPC474855
Remote Similarity	0.5948	NPC475318
Remote Similarity	0.5948	NPC49577
Remote Similarity	0.5948	NPC293377
Remote Similarity	0.5948	NPC473360
Remote Similarity	0.5948	NPC474811
Remote Similarity	0.5948	NPC476102
Remote Similarity	0.5948	NPC474787
Remote Similarity	0.5948	NPC90194
Remote Similarity	0.5948	NPC79465
Remote Similarity	0.5948	NPC118099
Remote Similarity	0.5948	NPC76785
Remote Similarity	0.5948	NPC260045
Remote Similarity	0.5948	NPC475598
Remote Similarity	0.5948	NPC273907
Remote Similarity	0.5948	NPC151706
Remote Similarity	0.594	NPC291610
Remote Similarity	0.5939	NPC104345
Remote Similarity	0.5935	NPC169016
Remote Similarity	0.5932	NPC271642
Remote Similarity	0.5917	NPC151405
Remote Similarity	0.5917	NPC139901
Remote Similarity	0.5912	NPC470252

Drug Structure

NPD5653 OpenBabel08211708292D 27 29 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 0.0000 C 0 0 0 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 -0.8660 1.5000 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 4.3301 -1.5000 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 3.4641 -1.0000 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 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 -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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 1.7321 -1.0000 0.0000 C 0 0 1 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 1 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 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 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 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 6 1 0 0 0 0 4 17 2 0 0 0 0 5 7 2 0 0 0 0 5 17 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 12 1 0 0 0 0 8 20 2 0 0 0 0 9 13 2 0 0 0 0 9 20 1 0 0 0 0 10 14 1 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 19 1 0 0 0 0 12 21 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 25 1 0 0 0 0 19 18 1 1 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 26 1 6 0 0 0 23 26 1 0 0 0 0 23 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002185
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.20
ALogP	0.0199
MLogP	3.55
XLogP	6.213
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	23.55
RO5 Violation	1