NPASS drugs

Drug Information

Drug ID:	NPD4487
Drug Name:
Molecular Formula:	C21H24ClNO4
Canonical SMILES:	OC(=O)CCCN1CCC[C@H]1COc1ccc(cc1)Oc1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C21H24ClNO4/c22-16-5-7-19(8-6-16)27-20-11-9-18(10-12-20)26-15-17-3-1-13-23(17)14-2-4-21(24)25/h5-12,17H,1-4,13-15H2,(H,24,25)/t17-/m0/s1
Standard InCHIKey:	PVCTYSQBVIGZRU-KRWDZBQOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4487

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	127
0.1-0.2	1232
0.2-0.3	7421
0.3-0.4	6394
0.4-0.5	9259
0.5-0.6	6312
0.6-0.7	144
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	0.7153	NPC95977
Remote Similarity	0.6792	NPC142803
Remote Similarity	0.6746	NPC254700
Remote Similarity	0.6716	NPC313918
Remote Similarity	0.6711	NPC255253
Remote Similarity	0.6688	NPC470392
Remote Similarity	0.6667	NPC204546
Remote Similarity	0.6585	NPC214239
Remote Similarity	0.6558	NPC195902
Remote Similarity	0.6541	NPC318028
Remote Similarity	0.6541	NPC241086
Remote Similarity	0.6541	NPC282087
Remote Similarity	0.6541	NPC259800
Remote Similarity	0.6541	NPC328137
Remote Similarity	0.6541	NPC317741
Remote Similarity	0.6541	NPC318984
Remote Similarity	0.6532	NPC269383
Remote Similarity	0.6532	NPC151030
Remote Similarity	0.6531	NPC204617
Remote Similarity	0.65	NPC212850
Remote Similarity	0.65	NPC83289
Remote Similarity	0.65	NPC189724
Remote Similarity	0.6463	NPC161768
Remote Similarity	0.6438	NPC197239
Remote Similarity	0.6438	NPC326860
Remote Similarity	0.6437	NPC329717
Remote Similarity	0.6433	NPC66643
Remote Similarity	0.6429	NPC280736
Remote Similarity	0.6429	NPC17537
Remote Similarity	0.6423	NPC307039
Remote Similarity	0.6398	NPC264938
Remote Similarity	0.6395	NPC472923
Remote Similarity	0.6369	NPC45112
Remote Similarity	0.6369	NPC134413
Remote Similarity	0.6369	NPC274732
Remote Similarity	0.6369	NPC263507
Remote Similarity	0.6369	NPC271958
Remote Similarity	0.6364	NPC49315
Remote Similarity	0.6343	NPC474858
Remote Similarity	0.6341	NPC247298
Remote Similarity	0.6337	NPC329640
Remote Similarity	0.6333	NPC329816
Remote Similarity	0.6327	NPC51345
Remote Similarity	0.6316	NPC151237
Remote Similarity	0.6313	NPC475421
Remote Similarity	0.6306	NPC70485
Remote Similarity	0.6294	NPC56635
Remote Similarity	0.6266	NPC471953
Remote Similarity	0.6265	NPC245974
Remote Similarity	0.6265	NPC132771
Remote Similarity	0.6264	NPC473562
Remote Similarity	0.6264	NPC469479
Remote Similarity	0.6258	NPC218323
Remote Similarity	0.625	NPC232872
Remote Similarity	0.625	NPC11147
Remote Similarity	0.6226	NPC105541
Remote Similarity	0.6226	NPC273984
Remote Similarity	0.6225	NPC263835
Remote Similarity	0.6209	NPC470112
Remote Similarity	0.6209	NPC86678
Remote Similarity	0.6209	NPC470903
Remote Similarity	0.6209	NPC90577
Remote Similarity	0.6209	NPC167763
Remote Similarity	0.6207	NPC158900
Remote Similarity	0.6205	NPC313414
Remote Similarity	0.6196	NPC86087
Remote Similarity	0.6194	NPC124776
Remote Similarity	0.6193	NPC469505
Remote Similarity	0.6193	NPC35345
Remote Similarity	0.6187	NPC132725
Remote Similarity	0.6173	NPC193528
Remote Similarity	0.6169	NPC320287
Remote Similarity	0.6167	NPC329992
Remote Similarity	0.6164	NPC193334
Remote Similarity	0.6154	NPC233559
Remote Similarity	0.6145	NPC471165
Remote Similarity	0.6145	NPC227778
Remote Similarity	0.6145	NPC473874
Remote Similarity	0.6141	NPC299806
Remote Similarity	0.6141	NPC315542
Remote Similarity	0.6136	NPC218614
Remote Similarity	0.6129	NPC235370
Remote Similarity	0.6122	NPC194699
Remote Similarity	0.6122	NPC219350
Remote Similarity	0.6118	NPC31314
Remote Similarity	0.6118	NPC321133
Remote Similarity	0.6118	NPC193193
Remote Similarity	0.6114	NPC475998
Remote Similarity	0.6111	NPC106606
Remote Similarity	0.6108	NPC17760
Remote Similarity	0.6108	NPC9373
Remote Similarity	0.6105	NPC207675
Remote Similarity	0.6105	NPC212699
Remote Similarity	0.6104	NPC27198
Remote Similarity	0.6099	NPC474470
Remote Similarity	0.6096	NPC469437
Remote Similarity	0.6096	NPC174122
Remote Similarity	0.6096	NPC64140
Remote Similarity	0.609	NPC141739
Remote Similarity	0.609	NPC136112
Remote Similarity	0.609	NPC320242
Remote Similarity	0.6089	NPC137627
Remote Similarity	0.6084	NPC182475
Remote Similarity	0.6078	NPC318357
Remote Similarity	0.6078	NPC205213
Remote Similarity	0.6076	NPC198487
Remote Similarity	0.6076	NPC283079
Remote Similarity	0.6075	NPC4910
Remote Similarity	0.6074	NPC318591
Remote Similarity	0.6074	NPC231163
Remote Similarity	0.6066	NPC309692
Remote Similarity	0.6062	NPC118419
Remote Similarity	0.6056	NPC164608
Remote Similarity	0.6056	NPC26108
Remote Similarity	0.6054	NPC266932
Remote Similarity	0.6053	NPC256369
Remote Similarity	0.6053	NPC234956
Remote Similarity	0.6053	NPC264976
Remote Similarity	0.6049	NPC196708
Remote Similarity	0.6048	NPC161155
Remote Similarity	0.6048	NPC136951
Remote Similarity	0.6048	NPC97004
Remote Similarity	0.6045	NPC233650
Remote Similarity	0.6045	NPC107938
Remote Similarity	0.6045	NPC473502
Remote Similarity	0.6045	NPC294516
Remote Similarity	0.6043	NPC234069
Remote Similarity	0.6034	NPC476443
Remote Similarity	0.6034	NPC252960
Remote Similarity	0.6034	NPC133817
Remote Similarity	0.6025	NPC317601
Remote Similarity	0.6025	NPC329427
Remote Similarity	0.6021	NPC473371
Remote Similarity	0.6013	NPC172403
Remote Similarity	0.6012	NPC97282
Remote Similarity	0.6012	NPC315257
Remote Similarity	0.6012	NPC307682
Remote Similarity	0.6011	NPC186617
Remote Similarity	0.6011	NPC134858
Remote Similarity	0.6	NPC296526
Remote Similarity	0.6	NPC45191
Remote Similarity	0.6	NPC94499
Remote Similarity	0.6	NPC469442
Remote Similarity	0.6	NPC277306
Remote Similarity	0.6	NPC30390
Remote Similarity	0.5989	NPC314725
Remote Similarity	0.5989	NPC313375
Remote Similarity	0.5989	NPC61004
Remote Similarity	0.5989	NPC329731
Remote Similarity	0.5988	NPC81026
Remote Similarity	0.5988	NPC470441
Remote Similarity	0.5979	NPC473407
Remote Similarity	0.5979	NPC473378
Remote Similarity	0.5978	NPC471568
Remote Similarity	0.5978	NPC473693
Remote Similarity	0.5978	NPC40234
Remote Similarity	0.5978	NPC475204
Remote Similarity	0.5978	NPC196091
Remote Similarity	0.5978	NPC475123
Remote Similarity	0.5977	NPC287757
Remote Similarity	0.5977	NPC319320
Remote Similarity	0.5965	NPC182119
Remote Similarity	0.5964	NPC325857
Remote Similarity	0.5963	NPC318862
Remote Similarity	0.5963	NPC307123
Remote Similarity	0.5963	NPC97870
Remote Similarity	0.5963	NPC247018
Remote Similarity	0.5962	NPC328267
Remote Similarity	0.5962	NPC211218
Remote Similarity	0.596	NPC33717
Remote Similarity	0.5952	NPC16188
Remote Similarity	0.5951	NPC180647
Remote Similarity	0.5948	NPC43275
Remote Similarity	0.5946	NPC474745
Remote Similarity	0.5944	NPC210140
Remote Similarity	0.5944	NPC150879
Remote Similarity	0.5944	NPC89831
Remote Similarity	0.5941	NPC25539
Remote Similarity	0.5941	NPC324081
Remote Similarity	0.5941	NPC473491
Remote Similarity	0.594	NPC125306
Remote Similarity	0.5939	NPC476989
Remote Similarity	0.5938	NPC241354
Remote Similarity	0.5938	NPC238309
Remote Similarity	0.5935	NPC26285
Remote Similarity	0.5935	NPC474862
Remote Similarity	0.5933	NPC142319
Remote Similarity	0.5932	NPC26353
Remote Similarity	0.5931	NPC41594
Remote Similarity	0.5928	NPC266741
Remote Similarity	0.5926	NPC132308
Remote Similarity	0.5926	NPC266425
Remote Similarity	0.5924	NPC474847
Remote Similarity	0.5924	NPC474237
Remote Similarity	0.5924	NPC62101
Remote Similarity	0.5924	NPC32064
Remote Similarity	0.5924	NPC95733
Remote Similarity	0.592	NPC475557
Remote Similarity	0.5917	NPC185838
Remote Similarity	0.5912	NPC318429

Drug Structure

NPD4487 OpenBabel08211705262D 28 30 0 0 1 0 0 0 0 0999 V2000 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3273 2.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0705 3.2946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5738 -0.4067 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 2.0215 2.9855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8626 4.2727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0885 4.5817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 1 0 0 0 0 2 4 1 0 0 0 0 2 14 1 0 0 0 0 3 17 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 18 2 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 15 26 1 0 0 0 0 16 22 1 0 0 0 0 17 15 1 6 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 27 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000106
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44537807
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.14
ALogP	-0.6353
MLogP	3.11
XLogP	4.63
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	59
RO5 Violation	0