NPASS drugs

Drug Information

Drug ID:	NPD8402
Drug Name:
Molecular Formula:	C44H50N4O2
Canonical SMILES:	C=CC[N+]12CC[C@@]34[C@@H]2C[C@@H](C(=CCO)C1)C1=CN2c5ccccc5[C@]56[C@@H]2C(=CN([C@H]31)c1c4cccc1)[C@H]1C[C@@H]6[N+](CC1=CCO)(CC5)CC=C
Standard InCHI:	InChI=1S/C44H50N4O2/c1-3-17-47-19-15-43-35-9-5-7-11-37(35)45-26-34-32-24-40-44(16-20-48(40,18-4-2)28-30(32)14-22-50)36-10-6-8-12-38(36)46(42(34)44)25-33(41(43)45)31(23-39(43)47)29(27-47)13-21-49/h3-14,25-26,31-32,39-42,49-50H,1-2,15-24,27-28H2/q+2/b29-13?,30-14?,33-25-,34-26-/t31-,32-,39-,40-,41-,42-,43+,44+,47?,48?/m0/s1
Standard InCHIKey:	MUQUYTSLDVKIOF-NCQXAQDZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8402

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	247
0.1-0.2	1457
0.2-0.3	7720
0.3-0.4	15310
0.4-0.5	4600
0.5-0.6	1365
0.6-0.7	168
0.7-0.8	16
0.8-0.85	7
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	0.8354	NPC286994
Intermediate Similarity	0.8272	NPC473880
Intermediate Similarity	0.8171	NPC320147
Intermediate Similarity	0.8133	NPC186284
Intermediate Similarity	0.8133	NPC22082
Intermediate Similarity	0.811	NPC475097
Intermediate Similarity	0.8075	NPC475420
Intermediate Similarity	0.7939	NPC473743
Intermediate Similarity	0.7871	NPC469735
Intermediate Similarity	0.7866	NPC63047
Intermediate Similarity	0.7866	NPC475248
Intermediate Similarity	0.7785	NPC206592
Intermediate Similarity	0.7707	NPC469740
Intermediate Similarity	0.7529	NPC476095
Intermediate Similarity	0.7515	NPC469741
Intermediate Similarity	0.7443	NPC285841
Intermediate Similarity	0.7405	NPC329833
Intermediate Similarity	0.7312	NPC264589
Intermediate Similarity	0.7308	NPC162440
Intermediate Similarity	0.7209	NPC242269
Intermediate Similarity	0.7105	NPC145754
Intermediate Similarity	0.703	NPC154602
Intermediate Similarity	0.703	NPC475763
Remote Similarity	0.6995	NPC471386
Remote Similarity	0.6982	NPC276085
Remote Similarity	0.6943	NPC475422
Remote Similarity	0.6937	NPC130251
Remote Similarity	0.6933	NPC475915
Remote Similarity	0.6909	NPC109787
Remote Similarity	0.6886	NPC285381
Remote Similarity	0.6883	NPC478079
Remote Similarity	0.6839	NPC87755
Remote Similarity	0.6826	NPC243756
Remote Similarity	0.6826	NPC66936
Remote Similarity	0.6818	NPC139085
Remote Similarity	0.6818	NPC251212
Remote Similarity	0.6818	NPC214626
Remote Similarity	0.6802	NPC472117
Remote Similarity	0.679	NPC301760
Remote Similarity	0.6766	NPC318086
Remote Similarity	0.675	NPC471123
Remote Similarity	0.6747	NPC212799
Remote Similarity	0.6744	NPC225319
Remote Similarity	0.6733	NPC264580
Remote Similarity	0.6728	NPC243162
Remote Similarity	0.6725	NPC222029
Remote Similarity	0.6724	NPC472106
Remote Similarity	0.6705	NPC282339
Remote Similarity	0.6705	NPC99632
Remote Similarity	0.6705	NPC472120
Remote Similarity	0.6705	NPC472101
Remote Similarity	0.6703	NPC128582
Remote Similarity	0.6686	NPC36495
Remote Similarity	0.6686	NPC122106
Remote Similarity	0.6667	NPC311330
Remote Similarity	0.6606	NPC469537
Remote Similarity	0.6603	NPC252794
Remote Similarity	0.6561	NPC476950
Remote Similarity	0.6549	NPC291610
Remote Similarity	0.6532	NPC113946
Remote Similarity	0.6532	NPC104345
Remote Similarity	0.6524	NPC105055
Remote Similarity	0.6524	NPC22689
Remote Similarity	0.6519	NPC260075
Remote Similarity	0.6515	NPC126066
Remote Similarity	0.6514	NPC85651
Remote Similarity	0.65	NPC475602
Remote Similarity	0.6495	NPC52801
Remote Similarity	0.6494	NPC471122
Remote Similarity	0.6494	NPC193410
Remote Similarity	0.6489	NPC276430
Remote Similarity	0.6488	NPC472100
Remote Similarity	0.6486	NPC307396
Remote Similarity	0.6474	NPC469536
Remote Similarity	0.6465	NPC471946
Remote Similarity	0.6465	NPC471951
Remote Similarity	0.6457	NPC472102
Remote Similarity	0.6457	NPC248117
Remote Similarity	0.6457	NPC309531
Remote Similarity	0.6437	NPC61013
Remote Similarity	0.642	NPC313352
Remote Similarity	0.6414	NPC471945
Remote Similarity	0.6414	NPC471950
Remote Similarity	0.6393	NPC218594
Remote Similarity	0.6393	NPC99043
Remote Similarity	0.6379	NPC477157
Remote Similarity	0.6379	NPC477156
Remote Similarity	0.6364	NPC469560
Remote Similarity	0.6358	NPC478076
Remote Similarity	0.6348	NPC471124
Remote Similarity	0.6333	NPC472118
Remote Similarity	0.6332	NPC475259
Remote Similarity	0.6331	NPC116519
Remote Similarity	0.6321	NPC232130
Remote Similarity	0.6313	NPC477174
Remote Similarity	0.631	NPC52262
Remote Similarity	0.6294	NPC477179
Remote Similarity	0.629	NPC256288
Remote Similarity	0.6278	NPC224970
Remote Similarity	0.6278	NPC223595
Remote Similarity	0.6278	NPC167724
Remote Similarity	0.6278	NPC33507
Remote Similarity	0.6263	NPC254850
Remote Similarity	0.6263	NPC477178
Remote Similarity	0.6263	NPC477180
Remote Similarity	0.6263	NPC477181
Remote Similarity	0.6257	NPC2933
Remote Similarity	0.6257	NPC472294
Remote Similarity	0.625	NPC326575
Remote Similarity	0.625	NPC470491
Remote Similarity	0.625	NPC123241
Remote Similarity	0.6243	NPC229484
Remote Similarity	0.6231	NPC477173
Remote Similarity	0.6231	NPC470490
Remote Similarity	0.623	NPC470483
Remote Similarity	0.6223	NPC259626
Remote Similarity	0.6222	NPC472115
Remote Similarity	0.6222	NPC472114
Remote Similarity	0.6215	NPC474880
Remote Similarity	0.6215	NPC475990
Remote Similarity	0.6215	NPC221786
Remote Similarity	0.6211	NPC292675
Remote Similarity	0.62	NPC166492
Remote Similarity	0.62	NPC470488
Remote Similarity	0.62	NPC473362
Remote Similarity	0.6196	NPC203202
Remote Similarity	0.6196	NPC476441
Remote Similarity	0.6196	NPC264482
Remote Similarity	0.619	NPC473615
Remote Similarity	0.6188	NPC191817
Remote Similarity	0.6188	NPC475359
Remote Similarity	0.6185	NPC473329
Remote Similarity	0.618	NPC229173
Remote Similarity	0.618	NPC474058
Remote Similarity	0.6176	NPC20144
Remote Similarity	0.6176	NPC472103
Remote Similarity	0.6173	NPC9856
Remote Similarity	0.6166	NPC470485
Remote Similarity	0.6154	NPC474897
Remote Similarity	0.6145	NPC293458
Remote Similarity	0.6142	NPC127178
Remote Similarity	0.6136	NPC470507
Remote Similarity	0.6134	NPC221687
Remote Similarity	0.6133	NPC279527
Remote Similarity	0.6133	NPC214960
Remote Similarity	0.6129	NPC6974
Remote Similarity	0.6129	NPC313449
Remote Similarity	0.6117	NPC472027
Remote Similarity	0.6102	NPC29285
Remote Similarity	0.6101	NPC301501
Remote Similarity	0.6095	NPC470301
Remote Similarity	0.6089	NPC255229
Remote Similarity	0.6089	NPC477158
Remote Similarity	0.6089	NPC201424
Remote Similarity	0.6089	NPC81229
Remote Similarity	0.6087	NPC96901
Remote Similarity	0.6087	NPC477185
Remote Similarity	0.6081	NPC474695
Remote Similarity	0.6078	NPC187036
Remote Similarity	0.6075	NPC477187
Remote Similarity	0.6075	NPC223242
Remote Similarity	0.6068	NPC250835
Remote Similarity	0.6066	NPC469915
Remote Similarity	0.6065	NPC313673
Remote Similarity	0.6061	NPC138830
Remote Similarity	0.6061	NPC67904
Remote Similarity	0.6048	NPC267508
Remote Similarity	0.6044	NPC98187
Remote Similarity	0.6043	NPC215795
Remote Similarity	0.6043	NPC176199
Remote Similarity	0.6043	NPC133261
Remote Similarity	0.6033	NPC158129
Remote Similarity	0.6026	NPC192209
Remote Similarity	0.6022	NPC203754
Remote Similarity	0.6022	NPC472122
Remote Similarity	0.6022	NPC24594
Remote Similarity	0.6022	NPC150048
Remote Similarity	0.6019	NPC139373
Remote Similarity	0.6019	NPC473757
Remote Similarity	0.6018	NPC469452
Remote Similarity	0.6011	NPC317430
Remote Similarity	0.6011	NPC472105
Remote Similarity	0.6011	NPC187827
Remote Similarity	0.6	NPC471436
Remote Similarity	0.6	NPC469450
Remote Similarity	0.6	NPC476425
Remote Similarity	0.6	NPC472123
Remote Similarity	0.6	NPC473178
Remote Similarity	0.6	NPC97584
Remote Similarity	0.6	NPC37548
Remote Similarity	0.6	NPC104483
Remote Similarity	0.5978	NPC153694
Remote Similarity	0.5978	NPC211525
Remote Similarity	0.5976	NPC226662
Remote Similarity	0.5972	NPC471506
Remote Similarity	0.5968	NPC470548
Remote Similarity	0.5968	NPC469726
Remote Similarity	0.5968	NPC329338
Remote Similarity	0.5967	NPC476231
Remote Similarity	0.5966	NPC33421

Drug Structure

NPD8402 OpenBabel08211713022D 52 62 0 0 1 0 0 0 0 0999 V2000 4.6241 2.9823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9665 -3.6459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9043 2.6520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9172 -3.8910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5715 -2.2323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0980 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6816 -2.7464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7901 0.6310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5714 -1.2052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7049 -0.5832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7919 -2.2331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0890 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3446 3.3200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3087 -2.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9679 1.2227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1152 -1.2263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2583 3.1103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1802 -3.1048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8795 2.1225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1116 -1.8761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6583 2.9259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1963 -3.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9014 2.3903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0050 -1.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3513 0.6087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3634 -1.1435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9008 2.9924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0560 -2.3906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1874 2.6485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4368 -2.1710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0115 1.8763 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4931 -1.6345 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0116 0.8492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6606 -1.1437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6815 -0.6914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0039 -0.5340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7915 -1.2055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6959 0.0977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7910 1.8770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4362 -1.5370 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9015 0.3354 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1222 -0.6921 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7914 0.8494 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4983 -1.0221 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9016 -0.6917 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 2.6145 2.6491 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 -0.4925 -2.0735 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 -0.8185 1.8603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2120 -4.3144 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8214 1.4662 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0995 -5.3861 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 2 4 2 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 35 2 0 0 0 0 10 36 2 0 0 0 0 11 37 2 0 0 0 0 12 38 2 0 0 0 0 13 21 1 0 0 0 0 13 29 2 3 0 0 0 14 22 1 0 0 0 0 14 30 2 3 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 47 1 0 0 0 0 18 48 1 0 0 0 0 19 47 1 0 0 0 0 20 48 1 0 0 0 0 21 49 1 0 0 0 0 22 50 1 0 0 0 0 23 39 1 0 0 0 0 24 40 1 0 0 0 0 25 33 2 0 0 0 0 25 46 1 0 0 0 0 26 34 2 0 0 0 0 26 45 1 0 0 0 0 27 29 1 0 0 0 0 27 47 1 0 0 0 0 28 30 1 0 0 0 0 28 48 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 31 23 1 1 0 0 0 31 33 1 0 0 0 0 32 24 1 6 0 0 0 32 34 1 0 0 0 0 33 41 1 0 0 0 0 34 42 1 0 0 0 0 35 37 1 0 0 0 0 35 43 1 0 0 0 0 36 38 1 0 0 0 0 36 44 1 0 0 0 0 37 45 1 0 0 0 0 38 46 1 0 0 0 0 39 43 1 6 0 0 0 39 47 1 0 0 0 0 40 44 1 6 0 0 0 40 48 1 0 0 0 0 41 43 1 1 0 0 0 41 45 1 0 0 0 0 42 44 1 1 0 0 0 42 46 1 0 0 0 0 43 15 1 6 0 0 0 44 16 1 6 0 0 0 49 51 1 0 0 0 0 50 52 1 0 0 0 0 M CHG 2 47 1 48 1 M END $$$$

External Identifiers

TTD	DNC007589
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311001
ChEBI
CAS Number

Drug Properties

Molecular Weight	666.39
ALogP	-2.408
MLogP	5.64
XLogP	5.234
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	46.94
RO5 Violation	1