NPASS drugs

Drug Information

Drug ID:	NPD2898
Drug Name:
Molecular Formula:	C18H19NO3
Canonical SMILES:	COc1cc2CCN([C@H]3c2c(c1O)C1(C=CC(=O)C=C1)C3)C
Standard InCHI:	InChI=1S/C18H19NO3/c1-19-8-5-11-9-14(22-2)17(21)16-15(11)13(19)10-18(16)6-3-12(20)4-7-18/h3-4,6-7,9,13,21H,5,8,10H2,1-2H3/t13-/m1/s1
Standard InCHIKey:	PNJUPRNTSWJWAX-CYBMUJFWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2898

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	205
0.1-0.2	1095
0.2-0.3	2942
0.3-0.4	8660
0.4-0.5	4048
0.5-0.6	9341
0.6-0.7	3965
0.7-0.8	499
0.8-0.85	91
0.85-0.9	38
0.9-0.95	3
0.95-1	3

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	1.0	NPC470324
High Similarity	0.9548	NPC118804
High Similarity	0.9506	NPC21885
High Similarity	0.9187	NPC2770
High Similarity	0.9187	NPC39103
High Similarity	0.9024	NPC476331
High Similarity	0.8834	NPC3375
High Similarity	0.8834	NPC255607
High Similarity	0.8696	NPC147091
High Similarity	0.8671	NPC477565
High Similarity	0.8671	NPC103379
High Similarity	0.8662	NPC321505
High Similarity	0.8662	NPC179825
High Similarity	0.8662	NPC191376
High Similarity	0.865	NPC226428
High Similarity	0.8608	NPC24233
High Similarity	0.8608	NPC147390
High Similarity	0.8608	NPC476571
High Similarity	0.8608	NPC246587
High Similarity	0.8608	NPC135538
High Similarity	0.8608	NPC428
High Similarity	0.8544	NPC476151
High Similarity	0.8537	NPC27410
High Similarity	0.8537	NPC166014
High Similarity	0.8535	NPC185838
High Similarity	0.8519	NPC276588
High Similarity	0.8519	NPC278799
High Similarity	0.8519	NPC204828
High Similarity	0.8519	NPC5238
High Similarity	0.8519	NPC127674
High Similarity	0.8519	NPC469817
High Similarity	0.8519	NPC249797
High Similarity	0.8519	NPC2413
High Similarity	0.8519	NPC207757
High Similarity	0.8519	NPC172765
High Similarity	0.8519	NPC39701
High Similarity	0.8519	NPC184026
High Similarity	0.8519	NPC189266
High Similarity	0.8519	NPC54379
High Similarity	0.8519	NPC295691
High Similarity	0.8519	NPC193949
High Similarity	0.8519	NPC110416
High Similarity	0.8509	NPC82285
High Similarity	0.8509	NPC133011
Intermediate Similarity	0.843	NPC32154
Intermediate Similarity	0.8385	NPC151895
Intermediate Similarity	0.8385	NPC220858
Intermediate Similarity	0.8385	NPC88249
Intermediate Similarity	0.8385	NPC192768
Intermediate Similarity	0.8385	NPC97221
Intermediate Similarity	0.8344	NPC2295
Intermediate Similarity	0.8344	NPC477564
Intermediate Similarity	0.8333	NPC476579
Intermediate Similarity	0.8333	NPC76213
Intermediate Similarity	0.8333	NPC277669
Intermediate Similarity	0.8333	NPC124657
Intermediate Similarity	0.8323	NPC324144
Intermediate Similarity	0.8314	NPC241704
Intermediate Similarity	0.8313	NPC205167
Intermediate Similarity	0.8313	NPC249274
Intermediate Similarity	0.8284	NPC158376
Intermediate Similarity	0.8284	NPC81218
Intermediate Similarity	0.8284	NPC474931
Intermediate Similarity	0.8284	NPC145832
Intermediate Similarity	0.8284	NPC306555
Intermediate Similarity	0.8284	NPC117188
Intermediate Similarity	0.8284	NPC12053
Intermediate Similarity	0.8284	NPC205421
Intermediate Similarity	0.8274	NPC253043
Intermediate Similarity	0.8274	NPC196447
Intermediate Similarity	0.8274	NPC232514
Intermediate Similarity	0.8274	NPC306843
Intermediate Similarity	0.8274	NPC96603
Intermediate Similarity	0.8274	NPC212794
Intermediate Similarity	0.8274	NPC477563
Intermediate Similarity	0.8274	NPC78222
Intermediate Similarity	0.8274	NPC136508
Intermediate Similarity	0.8274	NPC238530
Intermediate Similarity	0.8274	NPC276944
Intermediate Similarity	0.8274	NPC13504
Intermediate Similarity	0.8272	NPC274026
Intermediate Similarity	0.8258	NPC131204
Intermediate Similarity	0.8258	NPC301050
Intermediate Similarity	0.8225	NPC476573
Intermediate Similarity	0.8225	NPC35627
Intermediate Similarity	0.8225	NPC81247
Intermediate Similarity	0.8221	NPC8337
Intermediate Similarity	0.8221	NPC85747
Intermediate Similarity	0.8217	NPC314682
Intermediate Similarity	0.8214	NPC1229
Intermediate Similarity	0.8214	NPC59567
Intermediate Similarity	0.821	NPC207824
Intermediate Similarity	0.821	NPC60538
Intermediate Similarity	0.8176	NPC298979
Intermediate Similarity	0.8171	NPC223124
Intermediate Similarity	0.8171	NPC37272
Intermediate Similarity	0.8171	NPC298339
Intermediate Similarity	0.8165	NPC188163
Intermediate Similarity	0.8165	NPC213206
Intermediate Similarity	0.8165	NPC328750
Intermediate Similarity	0.8165	NPC474915
Intermediate Similarity	0.8155	NPC60186
Intermediate Similarity	0.8144	NPC111485
Intermediate Similarity	0.8133	NPC186063
Intermediate Similarity	0.8125	NPC294249
Intermediate Similarity	0.8118	NPC13916
Intermediate Similarity	0.8118	NPC264850
Intermediate Similarity	0.811	NPC326316
Intermediate Similarity	0.811	NPC81733
Intermediate Similarity	0.8095	NPC18402
Intermediate Similarity	0.8095	NPC215829
Intermediate Similarity	0.8095	NPC97072
Intermediate Similarity	0.8086	NPC210437
Intermediate Similarity	0.8086	NPC106295
Intermediate Similarity	0.8086	NPC16107
Intermediate Similarity	0.8086	NPC51957
Intermediate Similarity	0.8086	NPC476144
Intermediate Similarity	0.8084	NPC475326
Intermediate Similarity	0.8081	NPC118274
Intermediate Similarity	0.8081	NPC168753
Intermediate Similarity	0.8075	NPC130926
Intermediate Similarity	0.807	NPC210140
Intermediate Similarity	0.8061	NPC26601
Intermediate Similarity	0.8059	NPC24465
Intermediate Similarity	0.8057	NPC114364
Intermediate Similarity	0.8057	NPC320223
Intermediate Similarity	0.8049	NPC223125
Intermediate Similarity	0.8046	NPC128560
Intermediate Similarity	0.8046	NPC199465
Intermediate Similarity	0.8046	NPC229166
Intermediate Similarity	0.8037	NPC7467
Intermediate Similarity	0.8036	NPC106786
Intermediate Similarity	0.8035	NPC239775
Intermediate Similarity	0.8023	NPC204908
Intermediate Similarity	0.8023	NPC83198
Intermediate Similarity	0.7989	NPC66341
Intermediate Similarity	0.7989	NPC207239
Intermediate Similarity	0.7989	NPC192135
Intermediate Similarity	0.7989	NPC477020
Intermediate Similarity	0.7977	NPC69712
Intermediate Similarity	0.7977	NPC477562
Intermediate Similarity	0.7977	NPC26240
Intermediate Similarity	0.7964	NPC78733
Intermediate Similarity	0.7953	NPC134858
Intermediate Similarity	0.7952	NPC470924
Intermediate Similarity	0.7952	NPC476580
Intermediate Similarity	0.795	NPC128019
Intermediate Similarity	0.795	NPC476567
Intermediate Similarity	0.795	NPC136860
Intermediate Similarity	0.7929	NPC59028
Intermediate Similarity	0.7929	NPC92191
Intermediate Similarity	0.7927	NPC475959
Intermediate Similarity	0.7925	NPC231572
Intermediate Similarity	0.7921	NPC116284
Intermediate Similarity	0.7917	NPC180756
Intermediate Similarity	0.7917	NPC323443
Intermediate Similarity	0.7907	NPC250846
Intermediate Similarity	0.7907	NPC240841
Intermediate Similarity	0.7907	NPC42549
Intermediate Similarity	0.7907	NPC317272
Intermediate Similarity	0.7907	NPC268503
Intermediate Similarity	0.7907	NPC256012
Intermediate Similarity	0.7895	NPC476569
Intermediate Similarity	0.7895	NPC233650
Intermediate Similarity	0.7886	NPC232386
Intermediate Similarity	0.7886	NPC152680
Intermediate Similarity	0.7886	NPC190783
Intermediate Similarity	0.7882	NPC477559
Intermediate Similarity	0.7882	NPC266753
Intermediate Similarity	0.7882	NPC232924
Intermediate Similarity	0.7882	NPC306902
Intermediate Similarity	0.7882	NPC160298
Intermediate Similarity	0.7879	NPC219162
Intermediate Similarity	0.7871	NPC160193
Intermediate Similarity	0.787	NPC315707
Intermediate Similarity	0.787	NPC476572
Intermediate Similarity	0.787	NPC65490
Intermediate Similarity	0.787	NPC78359
Intermediate Similarity	0.787	NPC40389
Intermediate Similarity	0.787	NPC148014
Intermediate Similarity	0.7857	NPC138487
Intermediate Similarity	0.7857	NPC325871
Intermediate Similarity	0.7857	NPC41178
Intermediate Similarity	0.7857	NPC99659
Intermediate Similarity	0.7857	NPC216459
Intermediate Similarity	0.7849	NPC284183
Intermediate Similarity	0.7849	NPC4138
Intermediate Similarity	0.7849	NPC121275
Intermediate Similarity	0.7829	NPC477640
Intermediate Similarity	0.7829	NPC470739
Intermediate Similarity	0.7829	NPC225597
Intermediate Similarity	0.7816	NPC266176
Intermediate Similarity	0.7816	NPC158148
Intermediate Similarity	0.7816	NPC290759
Intermediate Similarity	0.7816	NPC58766
Intermediate Similarity	0.7816	NPC82533
Intermediate Similarity	0.7816	NPC241055
Intermediate Similarity	0.7816	NPC475686
Intermediate Similarity	0.7811	NPC170503
Intermediate Similarity	0.7811	NPC57512

Drug Structure

NPD2898 OpenBabel08211702562D 23 26 0 0 1 0 0 0 0 0999 V2000 2.4168 2.3738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5205 -2.9839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6952 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2220 -0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2221 0.9300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4165 -1.3952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8055 1.3951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4166 -0.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6952 -0.9788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6109 0.9300 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6109 -1.8604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6112 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8054 -0.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8055 -1.3954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4167 1.3950 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5429 -1.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -1.8604 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6108 -2.7904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0554 -2.7888 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 22 1 0 0 0 0 3 6 2 0 0 0 0 3 12 1 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 8 1 0 0 0 0 5 11 1 0 0 0 0 6 18 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 12 20 2 0 0 0 0 13 10 1 1 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 21 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001606
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	442245
ChEBI
CAS Number

Drug Properties

Molecular Weight	297.14
ALogP	-0.0288
MLogP	3
XLogP	1.143
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	49.77
RO5 Violation	0