NPASS drugs

Drug Information

Drug ID:	NPD4511
Drug Name:	Intoplicine
Molecular Formula:	C21H24N4O
Canonical SMILES:	CN(CCCN=c1[nH]cc(c2c1c1c([nH]2)ccc2c1ccc(c2)O)C)C
Standard InCHI:	InChI=1S/C21H24N4O/c1-13-12-23-21(22-9-4-10-25(2)3)19-18-16-7-6-15(26)11-14(16)5-8-17(18)24-20(13)19/h5-8,11-12,24,26H,4,9-10H2,1-3H3,(H,22,23)
Standard InCHIKey:	QROONAIPJKQFMC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4511

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	434
0.1-0.2	2363
0.2-0.3	10064
0.3-0.4	6742
0.4-0.5	7717
0.5-0.6	2074
0.6-0.7	1129
0.7-0.8	349
0.8-0.85	17
0.85-0.9	1
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	0.8548	NPC246700
Intermediate Similarity	0.8429	NPC153042
Intermediate Similarity	0.8351	NPC128751
Intermediate Similarity	0.8316	NPC99666
Intermediate Similarity	0.8315	NPC88363
Intermediate Similarity	0.8307	NPC106833
Intermediate Similarity	0.8307	NPC469497
Intermediate Similarity	0.8289	NPC94943
Intermediate Similarity	0.8235	NPC190007
Intermediate Similarity	0.8216	NPC72980
Intermediate Similarity	0.8182	NPC212535
Intermediate Similarity	0.8148	NPC171171
Intermediate Similarity	0.806	NPC476116
Intermediate Similarity	0.805	NPC193777
Intermediate Similarity	0.8042	NPC204717
Intermediate Similarity	0.8031	NPC324149
Intermediate Similarity	0.803	NPC48353
Intermediate Similarity	0.8	NPC314002
Intermediate Similarity	0.7989	NPC220765
Intermediate Similarity	0.7959	NPC77555
Intermediate Similarity	0.795	NPC475070
Intermediate Similarity	0.7908	NPC242209
Intermediate Similarity	0.7868	NPC70956
Intermediate Similarity	0.7868	NPC243834
Intermediate Similarity	0.7854	NPC294620
Intermediate Similarity	0.785	NPC475085
Intermediate Similarity	0.785	NPC475112
Intermediate Similarity	0.785	NPC291535
Intermediate Similarity	0.7826	NPC183407
Intermediate Similarity	0.7824	NPC46580
Intermediate Similarity	0.7807	NPC34508
Intermediate Similarity	0.7805	NPC208284
Intermediate Similarity	0.7778	NPC184964
Intermediate Similarity	0.775	NPC249040
Intermediate Similarity	0.772	NPC476319
Intermediate Similarity	0.7718	NPC9894
Intermediate Similarity	0.7713	NPC474409
Intermediate Similarity	0.7707	NPC201697
Intermediate Similarity	0.7707	NPC473181
Intermediate Similarity	0.7703	NPC293151
Intermediate Similarity	0.7701	NPC194411
Intermediate Similarity	0.7701	NPC280548
Intermediate Similarity	0.767	NPC199667
Intermediate Similarity	0.7667	NPC477609
Intermediate Similarity	0.7662	NPC329747
Intermediate Similarity	0.7653	NPC130570
Intermediate Similarity	0.7644	NPC266931
Intermediate Similarity	0.7644	NPC215795
Intermediate Similarity	0.7644	NPC270009
Intermediate Similarity	0.7644	NPC176199
Intermediate Similarity	0.7638	NPC70259
Intermediate Similarity	0.7635	NPC223427
Intermediate Similarity	0.7628	NPC470126
Intermediate Similarity	0.7619	NPC471294
Intermediate Similarity	0.7619	NPC259545
Intermediate Similarity	0.7617	NPC176127
Intermediate Similarity	0.7617	NPC19679
Intermediate Similarity	0.7612	NPC32200
Intermediate Similarity	0.7606	NPC280272
Intermediate Similarity	0.76	NPC156704
Intermediate Similarity	0.7598	NPC470500
Intermediate Similarity	0.7596	NPC184476
Intermediate Similarity	0.7596	NPC141353
Intermediate Similarity	0.7593	NPC252251
Intermediate Similarity	0.7592	NPC96890
Intermediate Similarity	0.7588	NPC276517
Intermediate Similarity	0.7588	NPC43787
Intermediate Similarity	0.7588	NPC205934
Intermediate Similarity	0.7579	NPC37423
Intermediate Similarity	0.7579	NPC275305
Intermediate Similarity	0.7577	NPC84478
Intermediate Similarity	0.7574	NPC329793
Intermediate Similarity	0.7573	NPC475910
Intermediate Similarity	0.7573	NPC477111
Intermediate Similarity	0.7571	NPC469928
Intermediate Similarity	0.7571	NPC330009
Intermediate Similarity	0.7565	NPC192270
Intermediate Similarity	0.7563	NPC95783
Intermediate Similarity	0.7562	NPC306376
Intermediate Similarity	0.7562	NPC72211
Intermediate Similarity	0.7561	NPC477113
Intermediate Similarity	0.7561	NPC476106
Intermediate Similarity	0.756	NPC477610
Intermediate Similarity	0.756	NPC478074
Intermediate Similarity	0.7559	NPC473317
Intermediate Similarity	0.7558	NPC209174
Intermediate Similarity	0.7552	NPC232340
Intermediate Similarity	0.7549	NPC162484
Intermediate Similarity	0.7546	NPC473185
Intermediate Similarity	0.7541	NPC38736
Intermediate Similarity	0.7538	NPC307963
Intermediate Similarity	0.7536	NPC476041
Intermediate Similarity	0.7536	NPC304926
Intermediate Similarity	0.7527	NPC16667
Intermediate Similarity	0.7525	NPC476167
Intermediate Similarity	0.7525	NPC92111
Intermediate Similarity	0.7525	NPC128823
Intermediate Similarity	0.7523	NPC477531
Intermediate Similarity	0.7523	NPC220851
Intermediate Similarity	0.7513	NPC242928
Intermediate Similarity	0.7513	NPC32771
Intermediate Similarity	0.7512	NPC477608
Intermediate Similarity	0.7512	NPC285558
Intermediate Similarity	0.7512	NPC132642
Intermediate Similarity	0.75	NPC5145
Intermediate Similarity	0.75	NPC68354
Intermediate Similarity	0.75	NPC131017
Intermediate Similarity	0.75	NPC195314
Intermediate Similarity	0.7488	NPC51388
Intermediate Similarity	0.7487	NPC159319
Intermediate Similarity	0.7487	NPC472587
Intermediate Similarity	0.7475	NPC192315
Intermediate Similarity	0.7475	NPC76748
Intermediate Similarity	0.7473	NPC131718
Intermediate Similarity	0.7465	NPC473179
Intermediate Similarity	0.746	NPC63751
Intermediate Similarity	0.7454	NPC125597
Intermediate Similarity	0.7452	NPC209769
Intermediate Similarity	0.7452	NPC61038
Intermediate Similarity	0.7451	NPC267423
Intermediate Similarity	0.7448	NPC288785
Intermediate Similarity	0.7442	NPC162748
Intermediate Similarity	0.7435	NPC313791
Intermediate Similarity	0.7431	NPC253580
Intermediate Similarity	0.7429	NPC94157
Intermediate Similarity	0.7429	NPC473180
Intermediate Similarity	0.7424	NPC296527
Intermediate Similarity	0.7418	NPC124005
Intermediate Similarity	0.7416	NPC11464
Intermediate Similarity	0.7413	NPC326634
Intermediate Similarity	0.7409	NPC151939
Intermediate Similarity	0.7402	NPC315491
Intermediate Similarity	0.7402	NPC45459
Intermediate Similarity	0.7394	NPC32028
Intermediate Similarity	0.7391	NPC175602
Intermediate Similarity	0.7385	NPC6215
Intermediate Similarity	0.7381	NPC23294
Intermediate Similarity	0.7379	NPC476098
Intermediate Similarity	0.7376	NPC251090
Intermediate Similarity	0.7376	NPC205403
Intermediate Similarity	0.7376	NPC473182
Intermediate Similarity	0.7368	NPC154293
Intermediate Similarity	0.7352	NPC477607
Intermediate Similarity	0.7346	NPC128084
Intermediate Similarity	0.734	NPC315214
Intermediate Similarity	0.734	NPC47298
Intermediate Similarity	0.7339	NPC2497
Intermediate Similarity	0.7339	NPC132631
Intermediate Similarity	0.7339	NPC103687
Intermediate Similarity	0.7337	NPC46413
Intermediate Similarity	0.7333	NPC303951
Intermediate Similarity	0.7333	NPC471304
Intermediate Similarity	0.7333	NPC300688
Intermediate Similarity	0.733	NPC135887
Intermediate Similarity	0.733	NPC199277
Intermediate Similarity	0.7327	NPC167908
Intermediate Similarity	0.7326	NPC318065
Intermediate Similarity	0.7326	NPC206819
Intermediate Similarity	0.7326	NPC67056
Intermediate Similarity	0.7322	NPC187951
Intermediate Similarity	0.7322	NPC37548
Intermediate Similarity	0.7321	NPC18348
Intermediate Similarity	0.7321	NPC39679
Intermediate Similarity	0.7321	NPC476465
Intermediate Similarity	0.732	NPC59269
Intermediate Similarity	0.732	NPC293472
Intermediate Similarity	0.7317	NPC213308
Intermediate Similarity	0.7316	NPC49954
Intermediate Similarity	0.7316	NPC474561
Intermediate Similarity	0.7315	NPC477532
Intermediate Similarity	0.7312	NPC285469
Intermediate Similarity	0.7311	NPC207866
Intermediate Similarity	0.7306	NPC329688
Intermediate Similarity	0.7306	NPC189812
Intermediate Similarity	0.7302	NPC476118
Intermediate Similarity	0.7302	NPC194640
Intermediate Similarity	0.7302	NPC102423
Intermediate Similarity	0.7297	NPC469786
Intermediate Similarity	0.7297	NPC73952
Intermediate Similarity	0.7297	NPC469765
Intermediate Similarity	0.7297	NPC25008
Intermediate Similarity	0.7297	NPC469763
Intermediate Similarity	0.7297	NPC469760
Intermediate Similarity	0.7297	NPC259644
Intermediate Similarity	0.7291	NPC472193
Intermediate Similarity	0.7287	NPC473320
Intermediate Similarity	0.7285	NPC474701
Intermediate Similarity	0.7282	NPC476044
Intermediate Similarity	0.7282	NPC472443
Intermediate Similarity	0.7277	NPC470549
Intermediate Similarity	0.7277	NPC329541
Intermediate Similarity	0.7277	NPC473183
Intermediate Similarity	0.7277	NPC201700
Intermediate Similarity	0.7277	NPC106937
Intermediate Similarity	0.7273	NPC283117
Intermediate Similarity	0.7273	NPC15102
Intermediate Similarity	0.7268	NPC476175
Intermediate Similarity	0.7265	NPC473184
Intermediate Similarity	0.7264	NPC471603
Intermediate Similarity	0.7264	NPC316981

Drug Structure

NPD4511 OpenBabel08211705262D 29 32 0 0 0 0 0 0 0 0999 V2000 -0.8410 2.4670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2942 -3.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6937 -4.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0928 -2.5834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0503 0.9733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0510 -1.9424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2093 -1.4568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2087 1.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7923 -1.6593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0433 -2.7852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8921 -0.4846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8412 1.4584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0505 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8924 -1.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2091 -0.4851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3668 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3670 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6835 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6833 0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8416 -0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8418 -1.4574 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5252 1.4587 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3437 -3.7093 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7754 -1.9658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8659 -0.5002 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5251 2.4587 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6581 -1.4559 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 9 1 0 0 0 0 4 10 1 0 0 0 0 5 8 2 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 17 1 0 0 0 0 9 22 1 0 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 23 1 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 0 0 0 0 17 18 2 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 22 2 3 0 0 0 21 23 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009869
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.20
ALogP	-1.2353
MLogP	3.22
XLogP	2.717
HDA	4
HBD	3
Rotatable Bonds	8
TPSA	63.65
RO5 Violation	0