NPASS drugs

Drug Information

Drug ID:	NPD6622
Drug Name:	Aftobetin
Molecular Formula:	C26H32N2O5
Canonical SMILES:	COCCOCCOCCOC(=O)/C(=C/c1ccc2c(c1)ccc(c2)N1CCCCC1)/C#N
Standard InCHI:	InChI=1S/C26H32N2O5/c1-30-11-12-31-13-14-32-15-16-33-26(29)24(20-27)18-21-5-6-23-19-25(8-7-22(23)17-21)28-9-3-2-4-10-28/h5-8,17-19H,2-4,9-16H2,1H3/b24-18+
Standard InCHIKey:	NRZNTGUFHSJBTD-HKOYGPOVSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6622

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	137
0.1-0.2	1077
0.2-0.3	3774
0.3-0.4	10947
0.4-0.5	11941
0.5-0.6	2818
0.6-0.7	195
0.7-0.8	1
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	0.7081	NPC243756
Remote Similarity	0.6849	NPC226143
Remote Similarity	0.6829	NPC122106
Remote Similarity	0.6807	NPC36836
Remote Similarity	0.6807	NPC63370
Remote Similarity	0.6807	NPC469536
Remote Similarity	0.68	NPC472244
Remote Similarity	0.68	NPC470343
Remote Similarity	0.6786	NPC248117
Remote Similarity	0.6766	NPC61013
Remote Similarity	0.6726	NPC193410
Remote Similarity	0.6715	NPC291610
Remote Similarity	0.6707	NPC473329
Remote Similarity	0.6686	NPC474058
Remote Similarity	0.6667	NPC154602
Remote Similarity	0.6667	NPC313352
Remote Similarity	0.6648	NPC285941
Remote Similarity	0.6625	NPC186284
Remote Similarity	0.6625	NPC22082
Remote Similarity	0.6588	NPC225319
Remote Similarity	0.6568	NPC123241
Remote Similarity	0.6562	NPC130251
Remote Similarity	0.6538	NPC53044
Remote Similarity	0.6536	NPC190461
Remote Similarity	0.6503	NPC314186
Remote Similarity	0.6497	NPC264482
Remote Similarity	0.6497	NPC203202
Remote Similarity	0.6494	NPC223595
Remote Similarity	0.6494	NPC167724
Remote Similarity	0.6494	NPC224970
Remote Similarity	0.6479	NPC434
Remote Similarity	0.6475	NPC239854
Remote Similarity	0.6453	NPC253667
Remote Similarity	0.6453	NPC282339
Remote Similarity	0.6453	NPC99632
Remote Similarity	0.6453	NPC35510
Remote Similarity	0.6453	NPC293458
Remote Similarity	0.6452	NPC150863
Remote Similarity	0.6438	NPC57051
Remote Similarity	0.6429	NPC285381
Remote Similarity	0.6429	NPC322621
Remote Similarity	0.6429	NPC249405
Remote Similarity	0.6425	NPC6974
Remote Similarity	0.6424	NPC257490
Remote Similarity	0.6413	NPC477998
Remote Similarity	0.641	NPC472245
Remote Similarity	0.641	NPC280807
Remote Similarity	0.64	NPC473484
Remote Similarity	0.6398	NPC319645
Remote Similarity	0.6393	NPC33902
Remote Similarity	0.6393	NPC311858
Remote Similarity	0.6393	NPC276674
Remote Similarity	0.6389	NPC287588
Remote Similarity	0.6389	NPC286994
Remote Similarity	0.6384	NPC214626
Remote Similarity	0.6384	NPC139085
Remote Similarity	0.6384	NPC96901
Remote Similarity	0.6384	NPC251212
Remote Similarity	0.6378	NPC312531
Remote Similarity	0.6369	NPC14325
Remote Similarity	0.6369	NPC314223
Remote Similarity	0.6369	NPC28848
Remote Similarity	0.6369	NPC186669
Remote Similarity	0.6358	NPC161956
Remote Similarity	0.6358	NPC112373
Remote Similarity	0.6358	NPC258531
Remote Similarity	0.6353	NPC473297
Remote Similarity	0.6337	NPC36495
Remote Similarity	0.6333	NPC228515
Remote Similarity	0.6333	NPC99043
Remote Similarity	0.6333	NPC321211
Remote Similarity	0.6333	NPC218594
Remote Similarity	0.6325	NPC478039
Remote Similarity	0.6325	NPC473541
Remote Similarity	0.6324	NPC320088
Remote Similarity	0.6319	NPC159963
Remote Similarity	0.6319	NPC301760
Remote Similarity	0.6319	NPC470317
Remote Similarity	0.6316	NPC475915
Remote Similarity	0.6307	NPC63047
Remote Similarity	0.6307	NPC475248
Remote Similarity	0.6301	NPC201424
Remote Similarity	0.6299	NPC192533
Remote Similarity	0.6291	NPC177684
Remote Similarity	0.6291	NPC291962
Remote Similarity	0.629	NPC313293
Remote Similarity	0.6284	NPC179704
Remote Similarity	0.6284	NPC471742
Remote Similarity	0.628	NPC475128
Remote Similarity	0.627	NPC14994
Remote Similarity	0.6266	NPC231382
Remote Similarity	0.6257	NPC129909
Remote Similarity	0.6257	NPC469726
Remote Similarity	0.6257	NPC329338
Remote Similarity	0.6257	NPC161827
Remote Similarity	0.625	NPC109787
Remote Similarity	0.625	NPC79618
Remote Similarity	0.625	NPC316582
Remote Similarity	0.6242	NPC469537
Remote Similarity	0.6237	NPC207971
Remote Similarity	0.6237	NPC316405
Remote Similarity	0.6228	NPC264589
Remote Similarity	0.6224	NPC308943
Remote Similarity	0.6222	NPC320147
Remote Similarity	0.6218	NPC250476
Remote Similarity	0.6205	NPC268077
Remote Similarity	0.6203	NPC474904
Remote Similarity	0.6203	NPC314431
Remote Similarity	0.6201	NPC307640
Remote Similarity	0.6196	NPC83214
Remote Similarity	0.6196	NPC469560
Remote Similarity	0.619	NPC302001
Remote Similarity	0.6178	NPC478079
Remote Similarity	0.6176	NPC66936
Remote Similarity	0.6176	NPC470926
Remote Similarity	0.617	NPC25401
Remote Similarity	0.6169	NPC268534
Remote Similarity	0.6168	NPC260194
Remote Similarity	0.6166	NPC475151
Remote Similarity	0.6164	NPC314473
Remote Similarity	0.6164	NPC314098
Remote Similarity	0.6162	NPC49184
Remote Similarity	0.6149	NPC243673
Remote Similarity	0.6149	NPC97380
Remote Similarity	0.6149	NPC148468
Remote Similarity	0.6149	NPC310403
Remote Similarity	0.6149	NPC63210
Remote Similarity	0.6149	NPC263709
Remote Similarity	0.6146	NPC193906
Remote Similarity	0.6146	NPC23080
Remote Similarity	0.6145	NPC471604
Remote Similarity	0.6145	NPC308197
Remote Similarity	0.6145	NPC478040
Remote Similarity	0.6136	NPC139506
Remote Similarity	0.6136	NPC292143
Remote Similarity	0.6131	NPC475165
Remote Similarity	0.6124	NPC470971
Remote Similarity	0.6114	NPC320064
Remote Similarity	0.6114	NPC32200
Remote Similarity	0.6111	NPC473743
Remote Similarity	0.6111	NPC173295
Remote Similarity	0.6108	NPC97584
Remote Similarity	0.6108	NPC282578
Remote Similarity	0.6105	NPC478076
Remote Similarity	0.6104	NPC316896
Remote Similarity	0.6104	NPC314192
Remote Similarity	0.6102	NPC52059
Remote Similarity	0.6102	NPC477975
Remote Similarity	0.6102	NPC475420
Remote Similarity	0.6102	NPC24954
Remote Similarity	0.6102	NPC470069
Remote Similarity	0.61	NPC250129
Remote Similarity	0.6099	NPC260075
Remote Similarity	0.6096	NPC21425
Remote Similarity	0.6095	NPC212799
Remote Similarity	0.6095	NPC94602
Remote Similarity	0.6089	NPC55470
Remote Similarity	0.6089	NPC469915
Remote Similarity	0.608	NPC469741
Remote Similarity	0.6074	NPC471123
Remote Similarity	0.6071	NPC116519
Remote Similarity	0.6065	NPC39818
Remote Similarity	0.6064	NPC61435
Remote Similarity	0.6062	NPC17677
Remote Similarity	0.6061	NPC243162
Remote Similarity	0.6061	NPC472243
Remote Similarity	0.6059	NPC477974
Remote Similarity	0.6059	NPC242000
Remote Similarity	0.6057	NPC6436
Remote Similarity	0.6056	NPC318183
Remote Similarity	0.6056	NPC126492
Remote Similarity	0.6053	NPC313449
Remote Similarity	0.6051	NPC79698
Remote Similarity	0.6044	NPC84347
Remote Similarity	0.6043	NPC473615
Remote Similarity	0.6042	NPC245916
Remote Similarity	0.6041	NPC329833
Remote Similarity	0.6038	NPC101372
Remote Similarity	0.6037	NPC287358
Remote Similarity	0.6031	NPC192674
Remote Similarity	0.6031	NPC212163
Remote Similarity	0.6022	NPC470003
Remote Similarity	0.6022	NPC473880
Remote Similarity	0.6021	NPC78284
Remote Similarity	0.6013	NPC264580
Remote Similarity	0.6013	NPC252794
Remote Similarity	0.6012	NPC300299
Remote Similarity	0.6011	NPC127082
Remote Similarity	0.6011	NPC229484
Remote Similarity	0.601	NPC187456
Remote Similarity	0.601	NPC162440
Remote Similarity	0.6	NPC103292
Remote Similarity	0.6	NPC187036
Remote Similarity	0.6	NPC153694
Remote Similarity	0.6	NPC211525
Remote Similarity	0.6	NPC284102
Remote Similarity	0.599	NPC198205
Remote Similarity	0.599	NPC21483
Remote Similarity	0.599	NPC221687
Remote Similarity	0.5989	NPC199737

Drug Structure

NPD6622 OpenBabel08211710072D 33 35 0 0 0 0 0 0 0 0999 V2000 -9.5263 -8.5000 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 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 -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 0.8660 -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 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 -7.7942 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 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 -4.0000 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 -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 0.8660 0.5000 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 -1.0000 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 0.0000 -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 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 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 21 1 0 0 0 0 6 23 1 0 0 0 0 7 8 1 0 0 0 0 7 22 2 0 0 0 0 8 25 2 0 0 0 0 9 28 1 0 0 0 0 10 28 1 0 0 0 0 11 12 1 0 0 0 0 11 30 1 0 0 0 0 12 31 1 0 0 0 0 13 14 1 0 0 0 0 13 31 1 0 0 0 0 14 32 1 0 0 0 0 15 16 1 0 0 0 0 15 32 1 0 0 0 0 16 33 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 24 2 0 0 0 0 19 23 2 0 0 0 0 19 25 1 0 0 0 0 20 24 1 0 0 0 0 20 27 3 0 0 0 0 22 23 1 0 0 0 0 24 26 1 0 0 0 0 25 28 1 0 0 0 0 26 29 2 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	452.23
ALogP	-0.9022
MLogP	3.55
XLogP	4.58
HDA	7
HBD	0
Rotatable Bonds	14
TPSA	81.02
RO5 Violation	1