NPASS drugs

Drug Information

Drug ID:	NPD5582
Drug Name:	panamesine
Molecular Formula:	C23H26N2O6
Canonical SMILES:	COc1ccc(cc1)N1C[C@@H](OC1=O)CN1CCC(CC1)(O)c1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C23H26N2O6/c1-28-18-5-3-17(4-6-18)25-14-19(31-22(25)26)13-24-10-8-23(27,9-11-24)16-2-7-20-21(12-16)30-15-29-20/h2-7,12,19,27H,8-11,13-15H2,1H3/t19-/m0/s1
Standard InCHIKey:	NINYZUDVKTUKIA-IBGZPJMESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5582

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	228
0.1-0.2	1183
0.2-0.3	4107
0.3-0.4	8313
0.4-0.5	5026
0.5-0.6	9356
0.6-0.7	2401
0.7-0.8	273
0.8-0.85	3
0.85-0.9	0
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
Intermediate Similarity	0.8033	NPC225597
Intermediate Similarity	0.8033	NPC477640
Intermediate Similarity	0.8033	NPC470739
Intermediate Similarity	0.7978	NPC474475
Intermediate Similarity	0.7923	NPC290759
Intermediate Similarity	0.7923	NPC82533
Intermediate Similarity	0.7923	NPC266176
Intermediate Similarity	0.7923	NPC475686
Intermediate Similarity	0.7923	NPC58766
Intermediate Similarity	0.7923	NPC158148
Intermediate Similarity	0.7903	NPC474470
Intermediate Similarity	0.7892	NPC2314
Intermediate Similarity	0.7874	NPC148124
Intermediate Similarity	0.7869	NPC100566
Intermediate Similarity	0.7857	NPC127178
Intermediate Similarity	0.7845	NPC24954
Intermediate Similarity	0.7826	NPC99724
Intermediate Similarity	0.7744	NPC162653
Intermediate Similarity	0.7725	NPC248903
Intermediate Similarity	0.7713	NPC237044
Intermediate Similarity	0.7705	NPC218614
Intermediate Similarity	0.7688	NPC311991
Intermediate Similarity	0.7678	NPC26928
Intermediate Similarity	0.7676	NPC181653
Intermediate Similarity	0.7676	NPC190332
Intermediate Similarity	0.7676	NPC252960
Intermediate Similarity	0.7672	NPC474325
Intermediate Similarity	0.766	NPC304675
Intermediate Similarity	0.765	NPC70172
Intermediate Similarity	0.7641	NPC302001
Intermediate Similarity	0.7632	NPC474745
Intermediate Similarity	0.7632	NPC244554
Intermediate Similarity	0.7622	NPC476002
Intermediate Similarity	0.7617	NPC477186
Intermediate Similarity	0.7614	NPC161804
Intermediate Similarity	0.7609	NPC320104
Intermediate Similarity	0.7604	NPC156576
Intermediate Similarity	0.7596	NPC215829
Intermediate Similarity	0.7596	NPC97072
Intermediate Similarity	0.7581	NPC474324
Intermediate Similarity	0.7581	NPC57812
Intermediate Similarity	0.7579	NPC294790
Intermediate Similarity	0.7579	NPC118633
Intermediate Similarity	0.7579	NPC148693
Intermediate Similarity	0.7577	NPC312531
Intermediate Similarity	0.7568	NPC247972
Intermediate Similarity	0.7566	NPC187678
Intermediate Similarity	0.7556	NPC270811
Intermediate Similarity	0.7556	NPC471073
Intermediate Similarity	0.7552	NPC248642
Intermediate Similarity	0.7541	NPC59028
Intermediate Similarity	0.7541	NPC92191
Intermediate Similarity	0.754	NPC475845
Intermediate Similarity	0.7526	NPC287588
Intermediate Similarity	0.7525	NPC268077
Intermediate Similarity	0.7524	NPC10653
Intermediate Similarity	0.7524	NPC318525
Intermediate Similarity	0.7513	NPC475981
Intermediate Similarity	0.7513	NPC474746
Intermediate Similarity	0.75	NPC179704
Intermediate Similarity	0.75	NPC474708
Intermediate Similarity	0.7488	NPC46259
Intermediate Similarity	0.7487	NPC150879
Intermediate Similarity	0.7487	NPC237579
Intermediate Similarity	0.7487	NPC474904
Intermediate Similarity	0.7487	NPC15919
Intermediate Similarity	0.7477	NPC473458
Intermediate Similarity	0.7475	NPC207971
Intermediate Similarity	0.7474	NPC287152
Intermediate Similarity	0.7474	NPC9867
Intermediate Similarity	0.7473	NPC231198
Intermediate Similarity	0.7473	NPC93593
Intermediate Similarity	0.7473	NPC78733
Intermediate Similarity	0.7465	NPC19175
Intermediate Similarity	0.7463	NPC168250
Intermediate Similarity	0.7461	NPC116284
Intermediate Similarity	0.746	NPC65403
Intermediate Similarity	0.7448	NPC126284
Intermediate Similarity	0.7438	NPC470484
Intermediate Similarity	0.7436	NPC230098
Intermediate Similarity	0.743	NPC475959
Intermediate Similarity	0.7407	NPC75958
Intermediate Similarity	0.74	NPC71124
Intermediate Similarity	0.7399	NPC477393
Intermediate Similarity	0.7397	NPC291173
Intermediate Similarity	0.7393	NPC288110
Intermediate Similarity	0.7381	NPC195636
Intermediate Similarity	0.738	NPC232514
Intermediate Similarity	0.738	NPC276944
Intermediate Similarity	0.738	NPC238530
Intermediate Similarity	0.7371	NPC102760
Intermediate Similarity	0.7371	NPC249405
Intermediate Similarity	0.7363	NPC233029
Intermediate Similarity	0.7363	NPC210148
Intermediate Similarity	0.7363	NPC148898
Intermediate Similarity	0.7351	NPC111485
Intermediate Similarity	0.7337	NPC31311
Intermediate Similarity	0.7337	NPC234392
Intermediate Similarity	0.7333	NPC477396
Intermediate Similarity	0.733	NPC228040
Intermediate Similarity	0.7326	NPC233650
Intermediate Similarity	0.7324	NPC128476
Intermediate Similarity	0.7315	NPC471513
Intermediate Similarity	0.7312	NPC4304
Intermediate Similarity	0.7306	NPC114364
Intermediate Similarity	0.7306	NPC320223
Intermediate Similarity	0.7302	NPC231924
Intermediate Similarity	0.7292	NPC49353
Intermediate Similarity	0.7287	NPC169743
Intermediate Similarity	0.7287	NPC134858
Intermediate Similarity	0.7286	NPC254957
Intermediate Similarity	0.7286	NPC78284
Intermediate Similarity	0.7283	NPC216459
Intermediate Similarity	0.7283	NPC76079
Intermediate Similarity	0.7283	NPC41178
Intermediate Similarity	0.7283	NPC138487
Intermediate Similarity	0.7282	NPC275132
Intermediate Similarity	0.7277	NPC476069
Intermediate Similarity	0.7277	NPC5374
Intermediate Similarity	0.7273	NPC82763
Intermediate Similarity	0.7273	NPC159815
Intermediate Similarity	0.7273	NPC470483
Intermediate Similarity	0.7268	NPC223124
Intermediate Similarity	0.7268	NPC99179
Intermediate Similarity	0.726	NPC269449
Intermediate Similarity	0.7259	NPC320088
Intermediate Similarity	0.7259	NPC214116
Intermediate Similarity	0.7254	NPC85613
Intermediate Similarity	0.7251	NPC234772
Intermediate Similarity	0.7243	NPC146288
Intermediate Similarity	0.7232	NPC477395
Intermediate Similarity	0.723	NPC108826
Intermediate Similarity	0.7228	NPC14622
Intermediate Similarity	0.7228	NPC73020
Intermediate Similarity	0.7228	NPC46744
Intermediate Similarity	0.7228	NPC70290
Intermediate Similarity	0.7228	NPC124302
Intermediate Similarity	0.7228	NPC215098
Intermediate Similarity	0.7225	NPC82541
Intermediate Similarity	0.7219	NPC249274
Intermediate Similarity	0.7219	NPC205167
Intermediate Similarity	0.7217	NPC126556
Intermediate Similarity	0.7216	NPC190461
Intermediate Similarity	0.7216	NPC116096
Intermediate Similarity	0.7211	NPC210140
Intermediate Similarity	0.7211	NPC247389
Intermediate Similarity	0.7211	NPC210918
Intermediate Similarity	0.7202	NPC229166
Intermediate Similarity	0.7202	NPC199465
Intermediate Similarity	0.7202	NPC128560
Intermediate Similarity	0.72	NPC470485
Intermediate Similarity	0.719	NPC119722
Intermediate Similarity	0.719	NPC127996
Intermediate Similarity	0.7184	NPC156728
Intermediate Similarity	0.7184	NPC244606
Intermediate Similarity	0.7182	NPC476151
Intermediate Similarity	0.7179	NPC220961
Intermediate Similarity	0.7171	NPC2173
Intermediate Similarity	0.7171	NPC328700
Intermediate Similarity	0.7171	NPC202771
Intermediate Similarity	0.7171	NPC119818
Intermediate Similarity	0.7167	NPC185838
Intermediate Similarity	0.7166	NPC477080
Intermediate Similarity	0.7166	NPC315498
Intermediate Similarity	0.7166	NPC230942
Intermediate Similarity	0.7165	NPC241704
Intermediate Similarity	0.7158	NPC24264
Intermediate Similarity	0.7158	NPC476432
Intermediate Similarity	0.7158	NPC329717
Intermediate Similarity	0.7158	NPC274026
Intermediate Similarity	0.7158	NPC219341
Intermediate Similarity	0.7158	NPC223125
Intermediate Similarity	0.7157	NPC276674
Intermediate Similarity	0.7157	NPC72788
Intermediate Similarity	0.7157	NPC33902
Intermediate Similarity	0.7157	NPC226652
Intermediate Similarity	0.7157	NPC120671
Intermediate Similarity	0.7157	NPC475654
Intermediate Similarity	0.7157	NPC314100
Intermediate Similarity	0.7151	NPC147091
Intermediate Similarity	0.7143	NPC24233
Intermediate Similarity	0.7143	NPC135538
Intermediate Similarity	0.7143	NPC147390
Intermediate Similarity	0.7143	NPC23080
Intermediate Similarity	0.7143	NPC246587
Intermediate Similarity	0.7143	NPC476571
Intermediate Similarity	0.7143	NPC428
Intermediate Similarity	0.7143	NPC193906
Intermediate Similarity	0.712	NPC298979
Intermediate Similarity	0.7117	NPC476220
Intermediate Similarity	0.7117	NPC160113
Intermediate Similarity	0.7107	NPC476575
Intermediate Similarity	0.7105	NPC167546
Intermediate Similarity	0.7105	NPC16805
Intermediate Similarity	0.7105	NPC225774
Intermediate Similarity	0.7105	NPC302527
Intermediate Similarity	0.7104	NPC477565
Intermediate Similarity	0.7104	NPC103379
Intermediate Similarity	0.7103	NPC87560
Intermediate Similarity	0.7103	NPC195120

Drug Structure

NPD5582 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 -5.3679 -2.7906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8253 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6272 -1.5704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3317 0.0119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5408 -1.9771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2453 -0.3948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6913 1.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5933 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5933 2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5933 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5933 2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9593 0.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0277 -1.3031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9593 1.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5227 -0.5759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3498 -1.3893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6913 0.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8253 -0.2204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0933 1.7796 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0933 1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9593 2.2796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2634 -1.7961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4345 -0.3896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0332 -1.1986 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9593 3.2796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 7 2 0 0 0 0 2 16 1 0 0 0 0 3 5 1 0 0 0 0 3 17 2 0 0 0 0 4 6 2 0 0 0 0 4 17 1 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 24 1 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 0 0 0 0 15 29 1 0 0 0 0 15 30 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 28 1 0 0 0 0 19 13 1 6 0 0 0 19 31 1 0 0 0 0 20 21 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 22 31 1 0 0 0 0 23 27 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004442
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.18
ALogP	-1.7505
MLogP	3.11
XLogP	2.733
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	80.7
RO5 Violation	0