NPASS drugs

Drug Information

Drug ID:	NPD6818
Drug Name:
Molecular Formula:	C27H32N2O3
Canonical SMILES:	COc1cc(ccc1OC)C(CN1CCN(CC1)C(c1ccccc1)c1ccccc1)O
Standard InCHI:	InChI=1S/C27H32N2O3/c1-31-25-14-13-23(19-26(25)32-2)24(30)20-28-15-17-29(18-16-28)27(21-9-5-3-6-10-21)22-11-7-4-8-12-22/h3-14,19,24,27,30H,15-18,20H2,1-2H3
Standard InCHIKey:	PIKMDZDCXCAPEF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6818

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	180
0.1-0.2	1000
0.2-0.3	3261
0.3-0.4	9054
0.4-0.5	3553
0.5-0.6	8466
0.6-0.7	4470
0.7-0.8	737
0.8-0.85	160
0.85-0.9	9
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
High Similarity	0.8868	NPC150879
High Similarity	0.8742	NPC169743
High Similarity	0.8679	NPC233650
High Similarity	0.8625	NPC134858
High Similarity	0.8608	NPC92191
High Similarity	0.8608	NPC59028
High Similarity	0.8553	NPC185838
High Similarity	0.8537	NPC2314
High Similarity	0.8519	NPC210140
Intermediate Similarity	0.8442	NPC321505
Intermediate Similarity	0.8442	NPC179825
Intermediate Similarity	0.8442	NPC191376
Intermediate Similarity	0.8442	NPC476151
Intermediate Similarity	0.8387	NPC428
Intermediate Similarity	0.8387	NPC24233
Intermediate Similarity	0.8387	NPC135538
Intermediate Similarity	0.8387	NPC246587
Intermediate Similarity	0.8387	NPC147390
Intermediate Similarity	0.8387	NPC476571
Intermediate Similarity	0.8344	NPC314682
Intermediate Similarity	0.8343	NPC248642
Intermediate Similarity	0.8333	NPC126284
Intermediate Similarity	0.8333	NPC477565
Intermediate Similarity	0.8333	NPC103379
Intermediate Similarity	0.8294	NPC156576
Intermediate Similarity	0.8293	NPC306555
Intermediate Similarity	0.8293	NPC145832
Intermediate Similarity	0.8293	NPC117188
Intermediate Similarity	0.8293	NPC205421
Intermediate Similarity	0.8293	NPC12053
Intermediate Similarity	0.8293	NPC81218
Intermediate Similarity	0.8293	NPC158376
Intermediate Similarity	0.8293	NPC474931
Intermediate Similarity	0.8291	NPC26601
Intermediate Similarity	0.8289	NPC213206
Intermediate Similarity	0.8289	NPC328750
Intermediate Similarity	0.8289	NPC188163
Intermediate Similarity	0.8289	NPC474915
Intermediate Similarity	0.828	NPC192768
Intermediate Similarity	0.828	NPC97221
Intermediate Similarity	0.828	NPC274026
Intermediate Similarity	0.828	NPC151895
Intermediate Similarity	0.828	NPC220858
Intermediate Similarity	0.828	NPC88249
Intermediate Similarity	0.8272	NPC60186
Intermediate Similarity	0.8253	NPC477640
Intermediate Similarity	0.8253	NPC225597
Intermediate Similarity	0.8253	NPC470739
Intermediate Similarity	0.8232	NPC42549
Intermediate Similarity	0.8232	NPC250846
Intermediate Similarity	0.8232	NPC240841
Intermediate Similarity	0.8232	NPC268503
Intermediate Similarity	0.8232	NPC317272
Intermediate Similarity	0.8232	NPC256012
Intermediate Similarity	0.8221	NPC1229
Intermediate Similarity	0.8217	NPC92541
Intermediate Similarity	0.8217	NPC207824
Intermediate Similarity	0.8217	NPC219162
Intermediate Similarity	0.8217	NPC60538
Intermediate Similarity	0.821	NPC249274
Intermediate Similarity	0.8199	NPC476572
Intermediate Similarity	0.8193	NPC474475
Intermediate Similarity	0.8187	NPC276588
Intermediate Similarity	0.8187	NPC249797
Intermediate Similarity	0.8187	NPC5238
Intermediate Similarity	0.8187	NPC244112
Intermediate Similarity	0.8187	NPC204828
Intermediate Similarity	0.8187	NPC110416
Intermediate Similarity	0.8187	NPC207757
Intermediate Similarity	0.8187	NPC295691
Intermediate Similarity	0.8187	NPC469817
Intermediate Similarity	0.8187	NPC172765
Intermediate Similarity	0.8187	NPC127674
Intermediate Similarity	0.8187	NPC184026
Intermediate Similarity	0.8187	NPC193949
Intermediate Similarity	0.8187	NPC54379
Intermediate Similarity	0.8187	NPC2413
Intermediate Similarity	0.8187	NPC278799
Intermediate Similarity	0.8187	NPC39701
Intermediate Similarity	0.8187	NPC189266
Intermediate Similarity	0.8182	NPC476567
Intermediate Similarity	0.8182	NPC128019
Intermediate Similarity	0.8182	NPC136860
Intermediate Similarity	0.8171	NPC212794
Intermediate Similarity	0.8171	NPC136508
Intermediate Similarity	0.8171	NPC96603
Intermediate Similarity	0.8171	NPC13504
Intermediate Similarity	0.8171	NPC477563
Intermediate Similarity	0.8171	NPC253043
Intermediate Similarity	0.8171	NPC196447
Intermediate Similarity	0.8171	NPC306843
Intermediate Similarity	0.8171	NPC78222
Intermediate Similarity	0.8137	NPC186063
Intermediate Similarity	0.8137	NPC247639
Intermediate Similarity	0.8137	NPC147091
Intermediate Similarity	0.8137	NPC25084
Intermediate Similarity	0.8133	NPC266176
Intermediate Similarity	0.8133	NPC475686
Intermediate Similarity	0.8133	NPC58766
Intermediate Similarity	0.8133	NPC290759
Intermediate Similarity	0.8133	NPC82533
Intermediate Similarity	0.8133	NPC158148
Intermediate Similarity	0.8121	NPC264850
Intermediate Similarity	0.8121	NPC13916
Intermediate Similarity	0.8113	NPC76213
Intermediate Similarity	0.8113	NPC277669
Intermediate Similarity	0.811	NPC324144
Intermediate Similarity	0.8098	NPC27410
Intermediate Similarity	0.8098	NPC205167
Intermediate Similarity	0.8098	NPC166014
Intermediate Similarity	0.8095	NPC172403
Intermediate Similarity	0.8092	NPC193528
Intermediate Similarity	0.8089	NPC210437
Intermediate Similarity	0.8089	NPC106295
Intermediate Similarity	0.8089	NPC95075
Intermediate Similarity	0.8089	NPC16107
Intermediate Similarity	0.8089	NPC144863
Intermediate Similarity	0.8089	NPC90844
Intermediate Similarity	0.8089	NPC476144
Intermediate Similarity	0.8089	NPC253883
Intermediate Similarity	0.8089	NPC51957
Intermediate Similarity	0.8084	NPC109925
Intermediate Similarity	0.8075	NPC99659
Intermediate Similarity	0.8075	NPC325871
Intermediate Similarity	0.807	NPC286119
Intermediate Similarity	0.8063	NPC133011
Intermediate Similarity	0.8063	NPC82285
Intermediate Similarity	0.8061	NPC24465
Intermediate Similarity	0.8059	NPC118633
Intermediate Similarity	0.8059	NPC148693
Intermediate Similarity	0.8059	NPC294790
Intermediate Similarity	0.8038	NPC130941
Intermediate Similarity	0.8038	NPC7467
Intermediate Similarity	0.8035	NPC16357
Intermediate Similarity	0.8035	NPC302245
Intermediate Similarity	0.8035	NPC95426
Intermediate Similarity	0.8025	NPC160931
Intermediate Similarity	0.8025	NPC37205
Intermediate Similarity	0.8023	NPC30779
Intermediate Similarity	0.8023	NPC290582
Intermediate Similarity	0.8023	NPC223690
Intermediate Similarity	0.8023	NPC185639
Intermediate Similarity	0.8023	NPC181796
Intermediate Similarity	0.8023	NPC104196
Intermediate Similarity	0.8023	NPC285931
Intermediate Similarity	0.8023	NPC279228
Intermediate Similarity	0.8023	NPC7715
Intermediate Similarity	0.8023	NPC229373
Intermediate Similarity	0.8023	NPC8836
Intermediate Similarity	0.8023	NPC222661
Intermediate Similarity	0.8023	NPC328155
Intermediate Similarity	0.8023	NPC258657
Intermediate Similarity	0.8023	NPC271013
Intermediate Similarity	0.8023	NPC239824
Intermediate Similarity	0.8023	NPC217748
Intermediate Similarity	0.8023	NPC251735
Intermediate Similarity	0.8023	NPC54654
Intermediate Similarity	0.8023	NPC49075
Intermediate Similarity	0.8023	NPC15414
Intermediate Similarity	0.8023	NPC42663
Intermediate Similarity	0.8023	NPC90998
Intermediate Similarity	0.8023	NPC182052
Intermediate Similarity	0.8023	NPC290005
Intermediate Similarity	0.8023	NPC311973
Intermediate Similarity	0.8012	NPC477564
Intermediate Similarity	0.8012	NPC2295
Intermediate Similarity	0.8	NPC241704
Intermediate Similarity	0.8	NPC81733
Intermediate Similarity	0.8	NPC326316
Intermediate Similarity	0.7989	NPC212237
Intermediate Similarity	0.7989	NPC116465
Intermediate Similarity	0.7989	NPC139783
Intermediate Similarity	0.7989	NPC214116
Intermediate Similarity	0.7989	NPC65312
Intermediate Similarity	0.7988	NPC66341
Intermediate Similarity	0.7988	NPC192135
Intermediate Similarity	0.7988	NPC477020
Intermediate Similarity	0.7977	NPC274716
Intermediate Similarity	0.7977	NPC254441
Intermediate Similarity	0.7977	NPC167116
Intermediate Similarity	0.7976	NPC118274
Intermediate Similarity	0.7976	NPC168753
Intermediate Similarity	0.7964	NPC100566
Intermediate Similarity	0.7962	NPC130926
Intermediate Similarity	0.7961	NPC11147
Intermediate Similarity	0.7953	NPC320223
Intermediate Similarity	0.7953	NPC114364
Intermediate Similarity	0.7952	NPC4138
Intermediate Similarity	0.7952	NPC121275
Intermediate Similarity	0.7952	NPC284183
Intermediate Similarity	0.7943	NPC275680
Intermediate Similarity	0.7943	NPC22115
Intermediate Similarity	0.7939	NPC80759
Intermediate Similarity	0.7939	NPC79402
Intermediate Similarity	0.7929	NPC198498
Intermediate Similarity	0.7929	NPC227060
Intermediate Similarity	0.7929	NPC317439
Intermediate Similarity	0.7929	NPC76682
Intermediate Similarity	0.7929	NPC10908
Intermediate Similarity	0.7929	NPC276890

Drug Structure

NPD6818 OpenBabel08211710072D 33 36 0 0 1 0 0 0 0 0999 V2000 -1.7321 -1.0000 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 9.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 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 -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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 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 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 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 2.5981 0.5000 0.0000 C 0 0 3 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 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 N 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 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 32 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 28 1 0 0 0 0 16 18 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 29 1 0 0 0 0 19 23 2 0 0 0 0 19 26 1 0 0 0 0 20 24 1 0 0 0 0 20 28 1 0 0 0 0 21 27 1 0 0 0 0 22 27 1 0 0 0 0 23 24 1 0 0 0 0 24 30 1 0 0 0 0 25 26 2 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 27 29 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000794
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	146395
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.24
ALogP	-0.5803
MLogP	3.88
XLogP	6.274
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	45.17
RO5 Violation	1