NPASS drugs

Drug Information

Drug ID:	NPD8154
Drug Name:
Molecular Formula:	C39H43N5O3
Canonical SMILES:	COC[C@@H](N=C([C@H](N=C(CC(c1cccc2c1cccc2)c1cccc2c1cccc2)O)CCCNC(=N)N)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C39H43N5O3/c1-47-26-30(24-27-12-3-2-4-13-27)43-38(46)36(22-11-23-42-39(40)41)44-37(45)25-35(33-20-9-16-28-14-5-7-18-31(28)33)34-21-10-17-29-15-6-8-19-32(29)34/h2-10,12-21,30,35-36H,11,22-26H2,1H3,(H,43,46)(H,44,45)(H4,40,41,42)/t30-,36+/m0/s1
Standard InCHIKey:	HJIOANGPICTREZ-RYWJPUDZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8154

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	120
0.1-0.2	829
0.2-0.3	3910
0.3-0.4	13458
0.4-0.5	10410
0.5-0.6	1967
0.6-0.7	189
0.7-0.8	7
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	0.7338	NPC273830
Intermediate Similarity	0.7237	NPC314114
Intermediate Similarity	0.7162	NPC314835
Intermediate Similarity	0.7133	NPC214988
Intermediate Similarity	0.7095	NPC267237
Intermediate Similarity	0.7083	NPC477937
Intermediate Similarity	0.7039	NPC168861
Remote Similarity	0.6959	NPC246913
Remote Similarity	0.6899	NPC473501
Remote Similarity	0.6899	NPC475439
Remote Similarity	0.6871	NPC40488
Remote Similarity	0.6822	NPC25565
Remote Similarity	0.6792	NPC300443
Remote Similarity	0.6769	NPC311242
Remote Similarity	0.6757	NPC111428
Remote Similarity	0.6748	NPC1390
Remote Similarity	0.6748	NPC62104
Remote Similarity	0.6736	NPC71684
Remote Similarity	0.6732	NPC132636
Remote Similarity	0.6716	NPC88267
Remote Similarity	0.6716	NPC224610
Remote Similarity	0.6716	NPC194390
Remote Similarity	0.6716	NPC113326
Remote Similarity	0.6667	NPC478140
Remote Similarity	0.6667	NPC477061
Remote Similarity	0.6667	NPC45777
Remote Similarity	0.6615	NPC161972
Remote Similarity	0.6615	NPC303045
Remote Similarity	0.6587	NPC22883
Remote Similarity	0.6587	NPC217804
Remote Similarity	0.6587	NPC5719
Remote Similarity	0.6587	NPC210377
Remote Similarity	0.6585	NPC324850
Remote Similarity	0.6571	NPC474584
Remote Similarity	0.6556	NPC255447
Remote Similarity	0.6548	NPC15068
Remote Similarity	0.6547	NPC319579
Remote Similarity	0.6545	NPC24617
Remote Similarity	0.6536	NPC132847
Remote Similarity	0.6533	NPC311753
Remote Similarity	0.6531	NPC35996
Remote Similarity	0.6528	NPC310467
Remote Similarity	0.6528	NPC470546
Remote Similarity	0.6509	NPC63040
Remote Similarity	0.6506	NPC114806
Remote Similarity	0.6503	NPC470544
Remote Similarity	0.6496	NPC327481
Remote Similarity	0.6489	NPC58674
Remote Similarity	0.6474	NPC196243
Remote Similarity	0.6467	NPC210950
Remote Similarity	0.6467	NPC199738
Remote Similarity	0.6463	NPC109151
Remote Similarity	0.6458	NPC169328
Remote Similarity	0.6458	NPC470545
Remote Similarity	0.6438	NPC476990
Remote Similarity	0.6424	NPC473322
Remote Similarity	0.6419	NPC46427
Remote Similarity	0.6415	NPC473922
Remote Similarity	0.6414	NPC237420
Remote Similarity	0.6414	NPC314992
Remote Similarity	0.6395	NPC202521
Remote Similarity	0.6389	NPC2265
Remote Similarity	0.6385	NPC226438
Remote Similarity	0.6369	NPC48202
Remote Similarity	0.6352	NPC326241
Remote Similarity	0.6351	NPC252878
Remote Similarity	0.6339	NPC476565
Remote Similarity	0.6335	NPC311658
Remote Similarity	0.6333	NPC4974
Remote Similarity	0.6331	NPC22014
Remote Similarity	0.6323	NPC141050
Remote Similarity	0.6319	NPC197470
Remote Similarity	0.631	NPC471527
Remote Similarity	0.6309	NPC6975
Remote Similarity	0.6308	NPC172128
Remote Similarity	0.6307	NPC97526
Remote Similarity	0.6307	NPC119652
Remote Similarity	0.6304	NPC211551
Remote Similarity	0.6299	NPC325479
Remote Similarity	0.6284	NPC223236
Remote Similarity	0.6284	NPC259350
Remote Similarity	0.6279	NPC280022
Remote Similarity	0.6259	NPC283760
Remote Similarity	0.6257	NPC304074
Remote Similarity	0.6257	NPC290755
Remote Similarity	0.6257	NPC471771
Remote Similarity	0.625	NPC33742
Remote Similarity	0.6243	NPC276506
Remote Similarity	0.6243	NPC94862
Remote Similarity	0.6243	NPC198254
Remote Similarity	0.6243	NPC274198
Remote Similarity	0.6242	NPC473341
Remote Similarity	0.6242	NPC122590
Remote Similarity	0.6235	NPC247298
Remote Similarity	0.6225	NPC47667
Remote Similarity	0.6225	NPC101719
Remote Similarity	0.622	NPC7817
Remote Similarity	0.622	NPC475168
Remote Similarity	0.6216	NPC478015
Remote Similarity	0.6216	NPC478014
Remote Similarity	0.6216	NPC478016
Remote Similarity	0.6216	NPC326232
Remote Similarity	0.6211	NPC209509
Remote Similarity	0.6205	NPC275839
Remote Similarity	0.6199	NPC223207
Remote Similarity	0.6194	NPC471319
Remote Similarity	0.6194	NPC471320
Remote Similarity	0.6188	NPC161069
Remote Similarity	0.6183	NPC209764
Remote Similarity	0.6183	NPC141139
Remote Similarity	0.6183	NPC159178
Remote Similarity	0.6183	NPC121872
Remote Similarity	0.6183	NPC471307
Remote Similarity	0.6183	NPC78041
Remote Similarity	0.6183	NPC74936
Remote Similarity	0.6176	NPC73655
Remote Similarity	0.6175	NPC61332
Remote Similarity	0.6175	NPC240130
Remote Similarity	0.6171	NPC475532
Remote Similarity	0.6164	NPC239762
Remote Similarity	0.6164	NPC163392
Remote Similarity	0.6159	NPC473938
Remote Similarity	0.6159	NPC222466
Remote Similarity	0.6159	NPC245974
Remote Similarity	0.6145	NPC473404
Remote Similarity	0.6139	NPC471264
Remote Similarity	0.6139	NPC127741
Remote Similarity	0.6139	NPC471265
Remote Similarity	0.6136	NPC245259
Remote Similarity	0.6136	NPC475097
Remote Similarity	0.6136	NPC165285
Remote Similarity	0.6131	NPC469457
Remote Similarity	0.6129	NPC130309
Remote Similarity	0.6127	NPC328649
Remote Similarity	0.6125	NPC243162
Remote Similarity	0.6119	NPC108339
Remote Similarity	0.6118	NPC29647
Remote Similarity	0.6118	NPC473003
Remote Similarity	0.6115	NPC226778
Remote Similarity	0.6115	NPC150254
Remote Similarity	0.6115	NPC304761
Remote Similarity	0.6115	NPC147000
Remote Similarity	0.6111	NPC119068
Remote Similarity	0.6111	NPC315266
Remote Similarity	0.6111	NPC40496
Remote Similarity	0.6108	NPC470902
Remote Similarity	0.6107	NPC200964
Remote Similarity	0.6107	NPC470877
Remote Similarity	0.6107	NPC190663
Remote Similarity	0.6104	NPC295478
Remote Similarity	0.6095	NPC93343
Remote Similarity	0.6095	NPC477156
Remote Similarity	0.6095	NPC477157
Remote Similarity	0.609	NPC326966
Remote Similarity	0.6082	NPC79328
Remote Similarity	0.6078	NPC278097
Remote Similarity	0.6077	NPC230276
Remote Similarity	0.6077	NPC257269
Remote Similarity	0.6075	NPC302715
Remote Similarity	0.6074	NPC472103
Remote Similarity	0.6069	NPC35850
Remote Similarity	0.6069	NPC276949
Remote Similarity	0.6065	NPC200589
Remote Similarity	0.6061	NPC316108
Remote Similarity	0.6061	NPC2501
Remote Similarity	0.6054	NPC276430
Remote Similarity	0.6053	NPC22746
Remote Similarity	0.6051	NPC3202
Remote Similarity	0.6051	NPC287401
Remote Similarity	0.6051	NPC149379
Remote Similarity	0.6049	NPC476978
Remote Similarity	0.6045	NPC17698
Remote Similarity	0.6045	NPC469330
Remote Similarity	0.6045	NPC471309
Remote Similarity	0.6043	NPC164859
Remote Similarity	0.6042	NPC329011
Remote Similarity	0.6039	NPC319766
Remote Similarity	0.6037	NPC138775
Remote Similarity	0.6037	NPC116519
Remote Similarity	0.6026	NPC160493
Remote Similarity	0.6023	NPC475544
Remote Similarity	0.6023	NPC469243
Remote Similarity	0.6015	NPC220596
Remote Similarity	0.6014	NPC292758
Remote Similarity	0.6014	NPC65855
Remote Similarity	0.6013	NPC90693
Remote Similarity	0.6013	NPC64897
Remote Similarity	0.6013	NPC472414
Remote Similarity	0.6012	NPC5620
Remote Similarity	0.6011	NPC475215
Remote Similarity	0.6011	NPC108434
Remote Similarity	0.6	NPC77992
Remote Similarity	0.6	NPC129486
Remote Similarity	0.6	NPC329430
Remote Similarity	0.6	NPC80150
Remote Similarity	0.6	NPC273814
Remote Similarity	0.5988	NPC83289
Remote Similarity	0.5988	NPC212850
Remote Similarity	0.5988	NPC470274
Remote Similarity	0.5988	NPC189724

Drug Structure

NPD8154 OpenBabel08211713002D 53 57 0 0 1 0 0 0 0 0999 V2000 2.5981 -2.5000 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 6.9282 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 -4.3301 1.5000 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 -3.4641 2.0000 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 -2.5981 -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 0.8660 3.5000 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 5.1962 -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 0.8660 -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 1.7321 -1.0000 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 -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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 -0.8660 1.5000 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 5.1962 0.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 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 0.0000 -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 0.0000 -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 1.7321 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 47 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 16 2 0 0 0 0 9 20 1 0 0 0 0 10 17 2 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 11 23 1 0 0 0 0 12 27 2 0 0 0 0 13 27 1 0 0 0 0 14 28 2 0 0 0 0 15 29 2 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 31 2 0 0 0 0 19 32 2 0 0 0 0 20 33 2 0 0 0 0 21 34 2 0 0 0 0 23 42 1 0 0 0 0 24 27 1 0 0 0 0 25 35 1 0 0 0 0 25 37 1 0 0 0 0 26 30 1 0 0 0 0 26 47 1 0 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 30 24 1 1 0 0 0 30 43 1 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 33 35 1 0 0 0 0 34 35 1 0 0 0 0 36 22 1 6 0 0 0 36 38 1 0 0 0 0 36 44 1 0 0 0 0 37 44 2 3 0 0 0 37 45 1 0 0 0 0 38 43 2 3 0 0 0 38 46 1 0 0 0 0 39 40 2 0 0 0 0 39 41 1 0 0 0 0 39 42 1 0 0 0 0 40 48 1 0 0 0 0 41 49 1 0 0 0 0 41 50 1 0 0 0 0 42 51 1 0 0 0 0 45 52 1 0 0 0 0 46 53 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000052
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9875299
ChEBI
CAS Number

Drug Properties

Molecular Weight	629.34
ALogP	-1.5906
MLogP	4.87
XLogP	14.403
HDA	8
HBD	5
Rotatable Bonds	20
TPSA	136.31
RO5 Violation	2