NPASS drugs

Drug Information

Drug ID:	NPD2028
Drug Name:
Molecular Formula:	C16H17NO2
Canonical SMILES:	Oc1cc2CCNCC(c2cc1O)c1ccccc1
Standard InCHI:	InChI=1S/C16H17NO2/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11/h1-5,8-9,14,17-19H,6-7,10H2
Standard InCHIKey:	JUDKOGFHZYMDMF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2028

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	164
0.1-0.2	1039
0.2-0.3	3998
0.3-0.4	8802
0.4-0.5	5480
0.5-0.6	8185
0.6-0.7	2852
0.7-0.8	347
0.8-0.85	17
0.85-0.9	6
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	0.8881	NPC211468
High Similarity	0.8881	NPC219233
High Similarity	0.8881	NPC170170
High Similarity	0.8828	NPC318965
High Similarity	0.8815	NPC323123
High Similarity	0.879	NPC85276
Intermediate Similarity	0.8455	NPC146422
Intermediate Similarity	0.8433	NPC302171
Intermediate Similarity	0.8433	NPC300020
Intermediate Similarity	0.8433	NPC33338
Intermediate Similarity	0.8346	NPC271808
Intermediate Similarity	0.8195	NPC236347
Intermediate Similarity	0.8195	NPC323775
Intermediate Similarity	0.8151	NPC76213
Intermediate Similarity	0.8151	NPC277669
Intermediate Similarity	0.814	NPC268572
Intermediate Similarity	0.8125	NPC283468
Intermediate Similarity	0.8062	NPC122009
Intermediate Similarity	0.8041	NPC477564
Intermediate Similarity	0.8041	NPC2295
Intermediate Similarity	0.8029	NPC149379
Intermediate Similarity	0.8014	NPC207824
Intermediate Similarity	0.8014	NPC60538
Intermediate Similarity	0.7939	NPC169207
Intermediate Similarity	0.7939	NPC118522
Intermediate Similarity	0.7939	NPC115627
Intermediate Similarity	0.792	NPC254833
Intermediate Similarity	0.792	NPC228343
Intermediate Similarity	0.7891	NPC142599
Intermediate Similarity	0.7886	NPC239291
Intermediate Similarity	0.7793	NPC294249
Intermediate Similarity	0.7755	NPC191376
Intermediate Similarity	0.7755	NPC321505
Intermediate Similarity	0.7755	NPC179825
Intermediate Similarity	0.7744	NPC284078
Intermediate Similarity	0.7724	NPC68055
Intermediate Similarity	0.771	NPC137096
Intermediate Similarity	0.7708	NPC323204
Intermediate Similarity	0.7704	NPC13020
Intermediate Similarity	0.7704	NPC140359
Intermediate Similarity	0.7703	NPC147390
Intermediate Similarity	0.7703	NPC135538
Intermediate Similarity	0.7703	NPC428
Intermediate Similarity	0.7703	NPC476571
Intermediate Similarity	0.7703	NPC246587
Intermediate Similarity	0.7703	NPC24233
Intermediate Similarity	0.7698	NPC233835
Intermediate Similarity	0.7661	NPC471511
Intermediate Similarity	0.7651	NPC477565
Intermediate Similarity	0.7651	NPC103379
Intermediate Similarity	0.7638	NPC55617
Intermediate Similarity	0.7638	NPC62258
Intermediate Similarity	0.763	NPC298486
Intermediate Similarity	0.7628	NPC4138
Intermediate Similarity	0.7628	NPC121275
Intermediate Similarity	0.7628	NPC284183
Intermediate Similarity	0.7626	NPC89769
Intermediate Similarity	0.7626	NPC126859
Intermediate Similarity	0.7626	NPC259665
Intermediate Similarity	0.7619	NPC185838
Intermediate Similarity	0.7615	NPC120280
Intermediate Similarity	0.7609	NPC268763
Intermediate Similarity	0.7609	NPC66177
Intermediate Similarity	0.7609	NPC8305
Intermediate Similarity	0.758	NPC476573
Intermediate Similarity	0.758	NPC81247
Intermediate Similarity	0.758	NPC35627
Intermediate Similarity	0.7578	NPC79793
Intermediate Similarity	0.7578	NPC120982
Intermediate Similarity	0.7578	NPC226401
Intermediate Similarity	0.7578	NPC147634
Intermediate Similarity	0.7578	NPC174096
Intermediate Similarity	0.7574	NPC318777
Intermediate Similarity	0.7554	NPC124802
Intermediate Similarity	0.7552	NPC131204
Intermediate Similarity	0.7552	NPC301050
Intermediate Similarity	0.754	NPC477814
Intermediate Similarity	0.7538	NPC471485
Intermediate Similarity	0.7519	NPC187583
Intermediate Similarity	0.7519	NPC257430
Intermediate Similarity	0.7519	NPC179002
Intermediate Similarity	0.7518	NPC214869
Intermediate Similarity	0.7517	NPC476151
Intermediate Similarity	0.7483	NPC220858
Intermediate Similarity	0.7483	NPC192768
Intermediate Similarity	0.7483	NPC88249
Intermediate Similarity	0.7483	NPC151895
Intermediate Similarity	0.7483	NPC97221
Intermediate Similarity	0.7482	NPC251571
Intermediate Similarity	0.7482	NPC145888
Intermediate Similarity	0.7482	NPC161593
Intermediate Similarity	0.7482	NPC16031
Intermediate Similarity	0.748	NPC125732
Intermediate Similarity	0.7465	NPC160692
Intermediate Similarity	0.7462	NPC471179
Intermediate Similarity	0.7452	NPC293871
Intermediate Similarity	0.7452	NPC124433
Intermediate Similarity	0.7447	NPC114102
Intermediate Similarity	0.7444	NPC16030
Intermediate Similarity	0.744	NPC196479
Intermediate Similarity	0.7438	NPC109925
Intermediate Similarity	0.7429	NPC155838
Intermediate Similarity	0.7424	NPC213
Intermediate Similarity	0.7424	NPC10286
Intermediate Similarity	0.7422	NPC96224
Intermediate Similarity	0.7422	NPC11554
Intermediate Similarity	0.7422	NPC24101
Intermediate Similarity	0.7419	NPC223393
Intermediate Similarity	0.7403	NPC276588
Intermediate Similarity	0.7403	NPC278799
Intermediate Similarity	0.7403	NPC207757
Intermediate Similarity	0.7403	NPC54379
Intermediate Similarity	0.7403	NPC184026
Intermediate Similarity	0.7403	NPC193949
Intermediate Similarity	0.7403	NPC110416
Intermediate Similarity	0.7403	NPC39701
Intermediate Similarity	0.7403	NPC189266
Intermediate Similarity	0.7403	NPC172765
Intermediate Similarity	0.7403	NPC469817
Intermediate Similarity	0.7403	NPC249797
Intermediate Similarity	0.7403	NPC5238
Intermediate Similarity	0.7403	NPC127674
Intermediate Similarity	0.7403	NPC2413
Intermediate Similarity	0.7403	NPC295691
Intermediate Similarity	0.7403	NPC204828
Intermediate Similarity	0.7398	NPC109955
Intermediate Similarity	0.7391	NPC108434
Intermediate Similarity	0.7391	NPC475215
Intermediate Similarity	0.7385	NPC297657
Intermediate Similarity	0.7381	NPC120719
Intermediate Similarity	0.7379	NPC193528
Intermediate Similarity	0.7379	NPC253429
Intermediate Similarity	0.7376	NPC52029
Intermediate Similarity	0.7376	NPC35961
Intermediate Similarity	0.7376	NPC195749
Intermediate Similarity	0.7361	NPC6913
Intermediate Similarity	0.7357	NPC153990
Intermediate Similarity	0.7346	NPC192135
Intermediate Similarity	0.7346	NPC66341
Intermediate Similarity	0.7346	NPC477020
Intermediate Similarity	0.7343	NPC267237
Intermediate Similarity	0.7338	NPC475557
Intermediate Similarity	0.7333	NPC310338
Intermediate Similarity	0.7333	NPC281298
Intermediate Similarity	0.7333	NPC217174
Intermediate Similarity	0.7329	NPC69712
Intermediate Similarity	0.7329	NPC477562
Intermediate Similarity	0.7329	NPC26240
Intermediate Similarity	0.7325	NPC18402
Intermediate Similarity	0.7324	NPC326599
Intermediate Similarity	0.7324	NPC329595
Intermediate Similarity	0.7319	NPC307020
Intermediate Similarity	0.7317	NPC82664
Intermediate Similarity	0.7317	NPC132271
Intermediate Similarity	0.7317	NPC292730
Intermediate Similarity	0.7317	NPC216520
Intermediate Similarity	0.7315	NPC125852
Intermediate Similarity	0.7313	NPC278652
Intermediate Similarity	0.731	NPC167944
Intermediate Similarity	0.731	NPC231884
Intermediate Similarity	0.731	NPC42793
Intermediate Similarity	0.7308	NPC474149
Intermediate Similarity	0.7301	NPC329969
Intermediate Similarity	0.7299	NPC237667
Intermediate Similarity	0.7293	NPC472893
Intermediate Similarity	0.7292	NPC218530
Intermediate Similarity	0.7287	NPC153690
Intermediate Similarity	0.7286	NPC301713
Intermediate Similarity	0.7286	NPC322366
Intermediate Similarity	0.7286	NPC321561
Intermediate Similarity	0.728	NPC155847
Intermediate Similarity	0.728	NPC289381
Intermediate Similarity	0.7279	NPC95614
Intermediate Similarity	0.7279	NPC314682
Intermediate Similarity	0.7279	NPC165133
Intermediate Similarity	0.7279	NPC227217
Intermediate Similarity	0.7279	NPC232316
Intermediate Similarity	0.7279	NPC242885
Intermediate Similarity	0.7279	NPC56214
Intermediate Similarity	0.7279	NPC321133
Intermediate Similarity	0.7279	NPC252817
Intermediate Similarity	0.7279	NPC117780
Intermediate Similarity	0.7273	NPC133011
Intermediate Similarity	0.7273	NPC317869
Intermediate Similarity	0.7273	NPC82285
Intermediate Similarity	0.7273	NPC88667
Intermediate Similarity	0.7273	NPC208757
Intermediate Similarity	0.7258	NPC32674
Intermediate Similarity	0.7252	NPC268032
Intermediate Similarity	0.7236	NPC274678
Intermediate Similarity	0.7234	NPC172403
Intermediate Similarity	0.7231	NPC145638
Intermediate Similarity	0.7231	NPC290566
Intermediate Similarity	0.723	NPC188163
Intermediate Similarity	0.723	NPC328750
Intermediate Similarity	0.723	NPC213206
Intermediate Similarity	0.723	NPC474915
Intermediate Similarity	0.7222	NPC110764
Intermediate Similarity	0.7215	NPC27410
Intermediate Similarity	0.7215	NPC166014

Drug Structure

NPD2028 OpenBabel08211701392D 22 24 0 0 1 0 0 0 0 0999 V2000 3.9348 0.7184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0688 0.2184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9348 1.7184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2028 0.7184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0688 2.2184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8104 2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3104 3.7468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1781 1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2028 1.7184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4450 1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5105 1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3368 2.2184 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9556 0.2948 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 0.6784 3.8958 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6886 -0.3854 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 -0.9749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9732 4.8514 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4661 -1.3603 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 -1.6551 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 17 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001339
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1242
ChEBI
CAS Number

Drug Properties

Molecular Weight	255.13
ALogP	-1.0965
MLogP	2.89
XLogP	4.001
HDA	1
HBD	3
Rotatable Bonds	3
TPSA	52.49
RO5 Violation	0