NPASS drugs

Drug Information

Drug ID:	NPD5658
Drug Name:	Oxypertine
Molecular Formula:	C23H29N3O2
Canonical SMILES:	COc1cc2c(cc1OC)[nH]c(c2CCN1CCN(CC1)c1ccccc1)C
Standard InCHI:	InChI=1S/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3
Standard InCHIKey:	XCWPUUGSGHNIDZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5658

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	458
0.1-0.2	2616
0.2-0.3	9919
0.3-0.4	4012
0.4-0.5	9390
0.5-0.6	2415
0.6-0.7	1583
0.7-0.8	409
0.8-0.85	69
0.85-0.9	17
0.9-0.95	2
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	0.9005	NPC135887
High Similarity	0.9005	NPC199277
High Similarity	0.8955	NPC280272
High Similarity	0.8802	NPC329747
High Similarity	0.8763	NPC223427
High Similarity	0.8737	NPC131017
High Similarity	0.8693	NPC316981
High Similarity	0.8667	NPC162484
High Similarity	0.8656	NPC84478
High Similarity	0.865	NPC471080
High Similarity	0.865	NPC469592
High Similarity	0.865	NPC266931
High Similarity	0.8622	NPC285558
High Similarity	0.8608	NPC329793
High Similarity	0.8602	NPC176127
High Similarity	0.8564	NPC232727
High Similarity	0.8513	NPC176538
High Similarity	0.85	NPC123976
High Similarity	0.85	NPC167860
Intermediate Similarity	0.8492	NPC475910
Intermediate Similarity	0.8491	NPC295228
Intermediate Similarity	0.848	NPC469594
Intermediate Similarity	0.8478	NPC312872
Intermediate Similarity	0.8466	NPC204385
Intermediate Similarity	0.8442	NPC193777
Intermediate Similarity	0.841	NPC72211
Intermediate Similarity	0.8408	NPC471304
Intermediate Similarity	0.8385	NPC92111
Intermediate Similarity	0.8359	NPC243834
Intermediate Similarity	0.8359	NPC70956
Intermediate Similarity	0.8358	NPC201697
Intermediate Similarity	0.835	NPC213530
Intermediate Similarity	0.835	NPC193267
Intermediate Similarity	0.8341	NPC305984
Intermediate Similarity	0.8333	NPC76748
Intermediate Similarity	0.8308	NPC70259
Intermediate Similarity	0.8299	NPC307963
Intermediate Similarity	0.8284	NPC478074
Intermediate Similarity	0.8281	NPC296527
Intermediate Similarity	0.8279	NPC473183
Intermediate Similarity	0.8276	NPC208284
Intermediate Similarity	0.8256	NPC43787
Intermediate Similarity	0.8256	NPC205934
Intermediate Similarity	0.8254	NPC206201
Intermediate Similarity	0.825	NPC476581
Intermediate Similarity	0.825	NPC16452
Intermediate Similarity	0.825	NPC36229
Intermediate Similarity	0.8247	NPC133140
Intermediate Similarity	0.8247	NPC195268
Intermediate Similarity	0.8235	NPC48353
Intermediate Similarity	0.8232	NPC234197
Intermediate Similarity	0.8232	NPC249040
Intermediate Similarity	0.8213	NPC96321
Intermediate Similarity	0.8213	NPC473041
Intermediate Similarity	0.8204	NPC152768
Intermediate Similarity	0.8204	NPC148183
Intermediate Similarity	0.8191	NPC267423
Intermediate Similarity	0.8186	NPC473184
Intermediate Similarity	0.8182	NPC476582
Intermediate Similarity	0.8182	NPC4071
Intermediate Similarity	0.8182	NPC476578
Intermediate Similarity	0.8177	NPC469589
Intermediate Similarity	0.817	NPC303374
Intermediate Similarity	0.815	NPC475112
Intermediate Similarity	0.815	NPC291535
Intermediate Similarity	0.815	NPC475085
Intermediate Similarity	0.8146	NPC296482
Intermediate Similarity	0.8146	NPC202768
Intermediate Similarity	0.8146	NPC53069
Intermediate Similarity	0.8141	NPC477019
Intermediate Similarity	0.8141	NPC315957
Intermediate Similarity	0.8122	NPC251090
Intermediate Similarity	0.8119	NPC472111
Intermediate Similarity	0.8116	NPC170114
Intermediate Similarity	0.81	NPC31930
Intermediate Similarity	0.81	NPC476044
Intermediate Similarity	0.8079	NPC313189
Intermediate Similarity	0.8075	NPC473185
Intermediate Similarity	0.8068	NPC470549
Intermediate Similarity	0.8066	NPC21638
Intermediate Similarity	0.8058	NPC94157
Intermediate Similarity	0.8038	NPC303658
Intermediate Similarity	0.8037	NPC471762
Intermediate Similarity	0.803	NPC476106
Intermediate Similarity	0.803	NPC13880
Intermediate Similarity	0.8019	NPC162530
Intermediate Similarity	0.8009	NPC60621
Intermediate Similarity	0.8009	NPC310118
Intermediate Similarity	0.7991	NPC157931
Intermediate Similarity	0.799	NPC153042
Intermediate Similarity	0.7982	NPC284685
Intermediate Similarity	0.798	NPC475070
Intermediate Similarity	0.798	NPC470930
Intermediate Similarity	0.7972	NPC473182
Intermediate Similarity	0.7971	NPC202605
Intermediate Similarity	0.7971	NPC112206
Intermediate Similarity	0.7971	NPC171409
Intermediate Similarity	0.7971	NPC96405
Intermediate Similarity	0.7971	NPC26679
Intermediate Similarity	0.797	NPC295898
Intermediate Similarity	0.797	NPC99666
Intermediate Similarity	0.7963	NPC475253
Intermediate Similarity	0.7962	NPC477533
Intermediate Similarity	0.7962	NPC472099
Intermediate Similarity	0.7961	NPC11464
Intermediate Similarity	0.796	NPC19872
Intermediate Similarity	0.7958	NPC72980
Intermediate Similarity	0.7945	NPC184680
Intermediate Similarity	0.7944	NPC227908
Intermediate Similarity	0.7931	NPC245816
Intermediate Similarity	0.7931	NPC476138
Intermediate Similarity	0.7915	NPC473179
Intermediate Similarity	0.7913	NPC185782
Intermediate Similarity	0.7913	NPC174758
Intermediate Similarity	0.7909	NPC470785
Intermediate Similarity	0.7908	NPC242928
Intermediate Similarity	0.7907	NPC110151
Intermediate Similarity	0.7902	NPC135549
Intermediate Similarity	0.7889	NPC326634
Intermediate Similarity	0.7885	NPC264176
Intermediate Similarity	0.7885	NPC472098
Intermediate Similarity	0.7884	NPC258773
Intermediate Similarity	0.788	NPC26850
Intermediate Similarity	0.7877	NPC86078
Intermediate Similarity	0.7874	NPC5145
Intermediate Similarity	0.7871	NPC121772
Intermediate Similarity	0.787	NPC66777
Intermediate Similarity	0.787	NPC252251
Intermediate Similarity	0.7867	NPC100079
Intermediate Similarity	0.7867	NPC46561
Intermediate Similarity	0.7867	NPC23614
Intermediate Similarity	0.7864	NPC82548
Intermediate Similarity	0.7854	NPC277351
Intermediate Similarity	0.785	NPC122436
Intermediate Similarity	0.7847	NPC149471
Intermediate Similarity	0.7847	NPC271215
Intermediate Similarity	0.7846	NPC94943
Intermediate Similarity	0.7844	NPC469554
Intermediate Similarity	0.7828	NPC470784
Intermediate Similarity	0.7826	NPC476116
Intermediate Similarity	0.7816	NPC4687
Intermediate Similarity	0.7816	NPC249583
Intermediate Similarity	0.7811	NPC100734
Intermediate Similarity	0.7811	NPC315634
Intermediate Similarity	0.7811	NPC88923
Intermediate Similarity	0.781	NPC235076
Intermediate Similarity	0.7799	NPC251160
Intermediate Similarity	0.7798	NPC477531
Intermediate Similarity	0.7795	NPC190007
Intermediate Similarity	0.7793	NPC132642
Intermediate Similarity	0.7788	NPC188420
Intermediate Similarity	0.7788	NPC199667
Intermediate Similarity	0.7788	NPC311906
Intermediate Similarity	0.7788	NPC314954
Intermediate Similarity	0.7788	NPC290689
Intermediate Similarity	0.7784	NPC474798
Intermediate Similarity	0.7783	NPC11017
Intermediate Similarity	0.7778	NPC476465
Intermediate Similarity	0.7772	NPC88363
Intermediate Similarity	0.7767	NPC45190
Intermediate Similarity	0.7767	NPC300156
Intermediate Similarity	0.7766	NPC46580
Intermediate Similarity	0.7763	NPC475720
Intermediate Similarity	0.7763	NPC101543
Intermediate Similarity	0.7763	NPC474192
Intermediate Similarity	0.7757	NPC477532
Intermediate Similarity	0.7752	NPC209174
Intermediate Similarity	0.7749	NPC474409
Intermediate Similarity	0.7748	NPC101350
Intermediate Similarity	0.7746	NPC46451
Intermediate Similarity	0.7744	NPC212535
Intermediate Similarity	0.7742	NPC478078
Intermediate Similarity	0.774	NPC473181
Intermediate Similarity	0.774	NPC174672
Intermediate Similarity	0.774	NPC209769
Intermediate Similarity	0.7736	NPC473513
Intermediate Similarity	0.7734	NPC128823
Intermediate Similarity	0.7717	NPC26872
Intermediate Similarity	0.7716	NPC171171
Intermediate Similarity	0.7706	NPC194740
Intermediate Similarity	0.7703	NPC235685
Intermediate Similarity	0.77	NPC173080
Intermediate Similarity	0.7692	NPC470931
Intermediate Similarity	0.7689	NPC470799
Intermediate Similarity	0.7689	NPC330009
Intermediate Similarity	0.7689	NPC274982
Intermediate Similarity	0.7689	NPC469928
Intermediate Similarity	0.7689	NPC8022
Intermediate Similarity	0.7689	NPC183407
Intermediate Similarity	0.7679	NPC217554
Intermediate Similarity	0.7667	NPC87413
Intermediate Similarity	0.7665	NPC314002
Intermediate Similarity	0.7647	NPC473105
Intermediate Similarity	0.7639	NPC191489
Intermediate Similarity	0.7638	NPC246700
Intermediate Similarity	0.7638	NPC128751
Intermediate Similarity	0.7636	NPC260434
Intermediate Similarity	0.7635	NPC474188
Intermediate Similarity	0.763	NPC310211
Intermediate Similarity	0.763	NPC308137

Drug Structure

NPD5658 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 3.5085 2.4862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6180 -1.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7980 -2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9320 -2.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7980 -1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0660 -2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9320 -0.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7359 0.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6019 0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3339 0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4679 -0.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2000 0.3226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3339 -1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0660 -1.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8698 0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 1.1590 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 2.0250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4679 0.3226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2000 -0.6774 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3804 2.9385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 20 2 0 0 0 0 15 22 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 17 19 2 0 0 0 0 17 24 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 24 1 0 0 0 0 22 23 2 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	379.23
ALogP	0.2555
MLogP	3.44
XLogP	3.934
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	40.73
RO5 Violation	0