NPASS drugs

Drug Information

Drug ID:	NPD3060
Drug Name:
Molecular Formula:	C18H23NO4
Canonical SMILES:	COc1cc(CCNC[C@@H](c2ccc(cc2)O)O)ccc1OC
Standard InCHI:	InChI=1S/C18H23NO4/c1-22-17-8-3-13(11-18(17)23-2)9-10-19-12-16(21)14-4-6-15(20)7-5-14/h3-8,11,16,19-21H,9-10,12H2,1-2H3/t16-/m0/s1
Standard InCHIKey:	VHSBBVZJABQOSG-INIZCTEOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3060

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	121
0.1-0.2	888
0.2-0.3	3205
0.3-0.4	9512
0.4-0.5	3346
0.5-0.6	6618
0.6-0.7	5647
0.7-0.8	1468
0.8-0.85	72
0.85-0.9	13
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	0.8824	NPC329595
High Similarity	0.8824	NPC326599
High Similarity	0.8714	NPC204848
High Similarity	0.8714	NPC312770
High Similarity	0.8714	NPC41473
High Similarity	0.8714	NPC14600
High Similarity	0.8714	NPC160607
High Similarity	0.8647	NPC298486
High Similarity	0.86	NPC160931
High Similarity	0.86	NPC37205
High Similarity	0.8529	NPC236347
High Similarity	0.8529	NPC323775
High Similarity	0.8521	NPC299583
Intermediate Similarity	0.8446	NPC60538
Intermediate Similarity	0.8446	NPC207824
Intermediate Similarity	0.8444	NPC13020
Intermediate Similarity	0.8444	NPC140359
Intermediate Similarity	0.8403	NPC323204
Intermediate Similarity	0.8357	NPC214869
Intermediate Similarity	0.8345	NPC262641
Intermediate Similarity	0.8333	NPC277669
Intermediate Similarity	0.8333	NPC76213
Intermediate Similarity	0.8286	NPC114102
Intermediate Similarity	0.8261	NPC301713
Intermediate Similarity	0.8224	NPC477564
Intermediate Similarity	0.8224	NPC2295
Intermediate Similarity	0.8214	NPC195749
Intermediate Similarity	0.8214	NPC52029
Intermediate Similarity	0.8214	NPC35961
Intermediate Similarity	0.8201	NPC172403
Intermediate Similarity	0.8195	NPC120075
Intermediate Similarity	0.8194	NPC193528
Intermediate Similarity	0.8188	NPC115144
Intermediate Similarity	0.8188	NPC277857
Intermediate Similarity	0.8175	NPC471693
Intermediate Similarity	0.8143	NPC155838
Intermediate Similarity	0.8116	NPC48990
Intermediate Similarity	0.8116	NPC293701
Intermediate Similarity	0.8116	NPC114901
Intermediate Similarity	0.8108	NPC294249
Intermediate Similarity	0.8089	NPC293871
Intermediate Similarity	0.8089	NPC124433
Intermediate Similarity	0.8088	NPC207613
Intermediate Similarity	0.8071	NPC251571
Intermediate Similarity	0.8071	NPC153990
Intermediate Similarity	0.806	NPC137096
Intermediate Similarity	0.8058	NPC194519
Intermediate Similarity	0.8058	NPC148627
Intermediate Similarity	0.8056	NPC11147
Intermediate Similarity	0.8054	NPC185838
Intermediate Similarity	0.8045	NPC213
Intermediate Similarity	0.8045	NPC10286
Intermediate Similarity	0.8042	NPC160692
Intermediate Similarity	0.8029	NPC54872
Intermediate Similarity	0.8029	NPC312675
Intermediate Similarity	0.8029	NPC324571
Intermediate Similarity	0.8029	NPC262156
Intermediate Similarity	0.8029	NPC343720
Intermediate Similarity	0.8029	NPC470212
Intermediate Similarity	0.8029	NPC184651
Intermediate Similarity	0.8029	NPC113865
Intermediate Similarity	0.8029	NPC473853
Intermediate Similarity	0.8025	NPC329969
Intermediate Similarity	0.8015	NPC169207
Intermediate Similarity	0.8015	NPC115627
Intermediate Similarity	0.8015	NPC118522
Intermediate Similarity	0.8014	NPC296898
Intermediate Similarity	0.8013	NPC471032
Intermediate Similarity	0.8013	NPC470935
Intermediate Similarity	0.8013	NPC24233
Intermediate Similarity	0.8013	NPC476571
Intermediate Similarity	0.8013	NPC428
Intermediate Similarity	0.8013	NPC59028
Intermediate Similarity	0.8013	NPC147390
Intermediate Similarity	0.8013	NPC92191
Intermediate Similarity	0.8013	NPC246587
Intermediate Similarity	0.8013	NPC135538
Intermediate Similarity	0.8	NPC178284
Intermediate Similarity	0.8	NPC42793
Intermediate Similarity	0.8	NPC474214
Intermediate Similarity	0.8	NPC167944
Intermediate Similarity	0.8	NPC231884
Intermediate Similarity	0.8	NPC58607
Intermediate Similarity	0.8	NPC85276
Intermediate Similarity	0.8	NPC191037
Intermediate Similarity	0.7986	NPC95733
Intermediate Similarity	0.7986	NPC105513
Intermediate Similarity	0.7986	NPC109822
Intermediate Similarity	0.7986	NPC94276
Intermediate Similarity	0.7986	NPC62101
Intermediate Similarity	0.7971	NPC71090
Intermediate Similarity	0.7962	NPC158900
Intermediate Similarity	0.7947	NPC321505
Intermediate Similarity	0.7947	NPC476151
Intermediate Similarity	0.7947	NPC179825
Intermediate Similarity	0.7947	NPC191376
Intermediate Similarity	0.7945	NPC318591
Intermediate Similarity	0.7945	NPC253429
Intermediate Similarity	0.7945	NPC231163
Intermediate Similarity	0.7943	NPC165045
Intermediate Similarity	0.7943	NPC111247
Intermediate Similarity	0.7943	NPC118787
Intermediate Similarity	0.7943	NPC147821
Intermediate Similarity	0.7943	NPC292056
Intermediate Similarity	0.7943	NPC319625
Intermediate Similarity	0.7943	NPC118533
Intermediate Similarity	0.7943	NPC41706
Intermediate Similarity	0.7943	NPC163332
Intermediate Similarity	0.7943	NPC186898
Intermediate Similarity	0.7943	NPC183181
Intermediate Similarity	0.7941	NPC474320
Intermediate Similarity	0.7937	NPC150879
Intermediate Similarity	0.7929	NPC29477
Intermediate Similarity	0.7929	NPC320242
Intermediate Similarity	0.7929	NPC318965
Intermediate Similarity	0.7925	NPC134858
Intermediate Similarity	0.7922	NPC114124
Intermediate Similarity	0.7911	NPC247251
Intermediate Similarity	0.7905	NPC204546
Intermediate Similarity	0.7887	NPC245826
Intermediate Similarity	0.7887	NPC252307
Intermediate Similarity	0.7887	NPC474178
Intermediate Similarity	0.7887	NPC206615
Intermediate Similarity	0.7887	NPC98631
Intermediate Similarity	0.7887	NPC186843
Intermediate Similarity	0.7887	NPC470213
Intermediate Similarity	0.7877	NPC131204
Intermediate Similarity	0.7877	NPC301050
Intermediate Similarity	0.7872	NPC322366
Intermediate Similarity	0.7871	NPC475557
Intermediate Similarity	0.7868	NPC470626
Intermediate Similarity	0.7868	NPC474040
Intermediate Similarity	0.7868	NPC255675
Intermediate Similarity	0.7862	NPC233650
Intermediate Similarity	0.7853	NPC477020
Intermediate Similarity	0.7853	NPC66341
Intermediate Similarity	0.7853	NPC192135
Intermediate Similarity	0.7847	NPC118419
Intermediate Similarity	0.7847	NPC130595
Intermediate Similarity	0.7847	NPC93882
Intermediate Similarity	0.7843	NPC477565
Intermediate Similarity	0.7843	NPC103379
Intermediate Similarity	0.7843	NPC182119
Intermediate Similarity	0.7842	NPC85488
Intermediate Similarity	0.784	NPC26240
Intermediate Similarity	0.784	NPC109925
Intermediate Similarity	0.784	NPC477562
Intermediate Similarity	0.784	NPC69712
Intermediate Similarity	0.7832	NPC86030
Intermediate Similarity	0.7832	NPC476968
Intermediate Similarity	0.7832	NPC475875
Intermediate Similarity	0.7832	NPC5851
Intermediate Similarity	0.7832	NPC170844
Intermediate Similarity	0.7832	NPC212015
Intermediate Similarity	0.7826	NPC210140
Intermediate Similarity	0.7817	NPC291847
Intermediate Similarity	0.7817	NPC5428
Intermediate Similarity	0.7815	NPC5462
Intermediate Similarity	0.7812	NPC4138
Intermediate Similarity	0.7812	NPC121275
Intermediate Similarity	0.7812	NPC169743
Intermediate Similarity	0.7812	NPC284183
Intermediate Similarity	0.781	NPC24474
Intermediate Similarity	0.781	NPC320987
Intermediate Similarity	0.781	NPC311595
Intermediate Similarity	0.781	NPC135961
Intermediate Similarity	0.781	NPC181969
Intermediate Similarity	0.7794	NPC293619
Intermediate Similarity	0.7794	NPC164386
Intermediate Similarity	0.7793	NPC313737
Intermediate Similarity	0.7793	NPC285078
Intermediate Similarity	0.7793	NPC6854
Intermediate Similarity	0.7792	NPC151895
Intermediate Similarity	0.7792	NPC192768
Intermediate Similarity	0.7792	NPC274026
Intermediate Similarity	0.7792	NPC220858
Intermediate Similarity	0.7792	NPC88249
Intermediate Similarity	0.7792	NPC97221
Intermediate Similarity	0.7786	NPC282496
Intermediate Similarity	0.7786	NPC280704
Intermediate Similarity	0.7786	NPC211218
Intermediate Similarity	0.7786	NPC233526
Intermediate Similarity	0.7785	NPC328750
Intermediate Similarity	0.7785	NPC66518
Intermediate Similarity	0.7785	NPC213206
Intermediate Similarity	0.7785	NPC188163
Intermediate Similarity	0.7785	NPC474915
Intermediate Similarity	0.7778	NPC257582
Intermediate Similarity	0.7778	NPC92164
Intermediate Similarity	0.7778	NPC42300
Intermediate Similarity	0.7778	NPC242807
Intermediate Similarity	0.7778	NPC174495
Intermediate Similarity	0.7778	NPC472338
Intermediate Similarity	0.7778	NPC64201
Intermediate Similarity	0.7778	NPC153739
Intermediate Similarity	0.7778	NPC77040
Intermediate Similarity	0.7778	NPC143483
Intermediate Similarity	0.7778	NPC145305
Intermediate Similarity	0.7778	NPC187998
Intermediate Similarity	0.7778	NPC241522

Drug Structure

NPD3060 OpenBabel08211702562D 26 27 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 -1.7321 1.0000 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 -6.0622 -0.5000 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 -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 -2.5981 -0.5000 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 -0.8660 -0.5000 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 -1.7321 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 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 1 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 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 8 2 0 0 0 0 3 13 1 0 0 0 0 4 6 1 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 19 1 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 14 16 1 0 0 0 0 15 20 1 0 0 0 0 16 12 1 6 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001481
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311064
ChEBI
CAS Number

Drug Properties

Molecular Weight	317.16
ALogP	-1.2162
MLogP	2.89
XLogP	2.209
HDA	2
HBD	3
Rotatable Bonds	12
TPSA	70.95
RO5 Violation	0