NPASS drugs

Drug Information

Drug ID:	NPD3842
Drug Name:
Molecular Formula:	C20H19N5O2
Canonical SMILES:	C(Oc1cccc(c1)OCc1ccc2c(n1)cccc2)CCc1n[nH]nn1
Standard InCHI:	InChI=1S/C20H19N5O2/c1-2-8-19-15(5-1)10-11-16(21-19)14-27-18-7-3-6-17(13-18)26-12-4-9-20-22-24-25-23-20/h1-3,5-8,10-11,13H,4,9,12,14H2,(H,22,23,24,25)
Standard InCHIKey:	XDPLTERFGJAMRU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3842

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	508
0.1-0.2	2900
0.2-0.3	9857
0.3-0.4	3657
0.4-0.5	10622
0.5-0.6	2632
0.6-0.7	653
0.7-0.8	61
0.8-0.85	0
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	0.7581	NPC26850
Intermediate Similarity	0.7562	NPC279401
Intermediate Similarity	0.7562	NPC79293
Intermediate Similarity	0.7526	NPC283152
Intermediate Similarity	0.7513	NPC118511
Intermediate Similarity	0.7423	NPC312872
Intermediate Similarity	0.7419	NPC26872
Intermediate Similarity	0.7399	NPC180504
Intermediate Similarity	0.7323	NPC206201
Intermediate Similarity	0.7313	NPC66083
Intermediate Similarity	0.73	NPC42591
Intermediate Similarity	0.7296	NPC288943
Intermediate Similarity	0.7264	NPC204385
Intermediate Similarity	0.725	NPC62069
Intermediate Similarity	0.7238	NPC223427
Intermediate Similarity	0.722	NPC476997
Intermediate Similarity	0.7209	NPC26679
Intermediate Similarity	0.7204	NPC137929
Intermediate Similarity	0.7204	NPC164374
Intermediate Similarity	0.7198	NPC267928
Intermediate Similarity	0.7196	NPC219664
Intermediate Similarity	0.7192	NPC242928
Intermediate Similarity	0.7188	NPC476998
Intermediate Similarity	0.7188	NPC476996
Intermediate Similarity	0.717	NPC472111
Intermediate Similarity	0.7163	NPC72211
Intermediate Similarity	0.7156	NPC476999
Intermediate Similarity	0.7156	NPC469440
Intermediate Similarity	0.7156	NPC475774
Intermediate Similarity	0.715	NPC474798
Intermediate Similarity	0.7143	NPC476994
Intermediate Similarity	0.7136	NPC475190
Intermediate Similarity	0.713	NPC203168
Intermediate Similarity	0.713	NPC94157
Intermediate Similarity	0.7124	NPC469554
Intermediate Similarity	0.7122	NPC469390
Intermediate Similarity	0.7116	NPC199667
Intermediate Similarity	0.7098	NPC177404
Intermediate Similarity	0.7095	NPC19872
Intermediate Similarity	0.7094	NPC61350
Intermediate Similarity	0.7075	NPC162484
Intermediate Similarity	0.707	NPC473181
Intermediate Similarity	0.707	NPC185782
Intermediate Similarity	0.7067	NPC70259
Intermediate Similarity	0.7065	NPC118776
Intermediate Similarity	0.7051	NPC473180
Intermediate Similarity	0.7048	NPC101543
Intermediate Similarity	0.7048	NPC128823
Intermediate Similarity	0.7042	NPC118832
Intermediate Similarity	0.7042	NPC285558
Intermediate Similarity	0.7042	NPC165349
Intermediate Similarity	0.7042	NPC329708
Intermediate Similarity	0.7042	NPC264166
Intermediate Similarity	0.7042	NPC274291
Intermediate Similarity	0.7042	NPC47059
Intermediate Similarity	0.7042	NPC470930
Intermediate Similarity	0.7032	NPC288349
Intermediate Similarity	0.703	NPC176127
Intermediate Similarity	0.7019	NPC205934
Intermediate Similarity	0.7019	NPC43787
Intermediate Similarity	0.7005	NPC477888
Remote Similarity	0.6995	NPC476138
Remote Similarity	0.6995	NPC245816
Remote Similarity	0.6982	NPC132642
Remote Similarity	0.6981	NPC470586
Remote Similarity	0.6959	NPC269367
Remote Similarity	0.6948	NPC475085
Remote Similarity	0.6948	NPC475112
Remote Similarity	0.6948	NPC291535
Remote Similarity	0.6948	NPC66815
Remote Similarity	0.6947	NPC140296
Remote Similarity	0.6944	NPC287208
Remote Similarity	0.6941	NPC476287
Remote Similarity	0.6937	NPC298436
Remote Similarity	0.6934	NPC329793
Remote Similarity	0.6934	NPC11017
Remote Similarity	0.6934	NPC329747
Remote Similarity	0.693	NPC476106
Remote Similarity	0.6927	NPC208284
Remote Similarity	0.6926	NPC476995
Remote Similarity	0.6912	NPC84478
Remote Similarity	0.6912	NPC469589
Remote Similarity	0.6908	NPC471593
Remote Similarity	0.6901	NPC476044
Remote Similarity	0.6901	NPC267423
Remote Similarity	0.6892	NPC469594
Remote Similarity	0.6887	NPC18487
Remote Similarity	0.6884	NPC470500
Remote Similarity	0.6881	NPC472168
Remote Similarity	0.6878	NPC8022
Remote Similarity	0.6878	NPC470799
Remote Similarity	0.6872	NPC243834
Remote Similarity	0.6872	NPC70956
Remote Similarity	0.6866	NPC56618
Remote Similarity	0.6866	NPC470931
Remote Similarity	0.6866	NPC476465
Remote Similarity	0.6864	NPC469592
Remote Similarity	0.6864	NPC471080
Remote Similarity	0.6861	NPC473179
Remote Similarity	0.6861	NPC148409
Remote Similarity	0.686	NPC110741
Remote Similarity	0.6857	NPC131017
Remote Similarity	0.6856	NPC475253
Remote Similarity	0.6854	NPC176538
Remote Similarity	0.6852	NPC304183
Remote Similarity	0.6842	NPC280964
Remote Similarity	0.6842	NPC114335
Remote Similarity	0.6842	NPC314954
Remote Similarity	0.6842	NPC141915
Remote Similarity	0.6835	NPC201697
Remote Similarity	0.6833	NPC16066
Remote Similarity	0.6832	NPC211997
Remote Similarity	0.683	NPC477533
Remote Similarity	0.6829	NPC320394
Remote Similarity	0.6827	NPC76748
Remote Similarity	0.6816	NPC131885
Remote Similarity	0.681	NPC307963
Remote Similarity	0.6804	NPC123976
Remote Similarity	0.6804	NPC471304
Remote Similarity	0.6804	NPC167860
Remote Similarity	0.68	NPC477532
Remote Similarity	0.6794	NPC92111
Remote Similarity	0.6789	NPC475910
Remote Similarity	0.6784	NPC97746
Remote Similarity	0.6782	NPC134586
Remote Similarity	0.6779	NPC296527
Remote Similarity	0.6776	NPC234197
Remote Similarity	0.6765	NPC478032
Remote Similarity	0.6758	NPC209769
Remote Similarity	0.6756	NPC174049
Remote Similarity	0.6754	NPC200888
Remote Similarity	0.6751	NPC472434
Remote Similarity	0.6744	NPC232727
Remote Similarity	0.6742	NPC472098
Remote Similarity	0.6742	NPC48353
Remote Similarity	0.6741	NPC473822
Remote Similarity	0.6732	NPC144114
Remote Similarity	0.6732	NPC477891
Remote Similarity	0.6727	NPC5145
Remote Similarity	0.6726	NPC170114
Remote Similarity	0.6725	NPC473185
Remote Similarity	0.6715	NPC473189
Remote Similarity	0.6712	NPC82548
Remote Similarity	0.6711	NPC213530
Remote Similarity	0.6711	NPC193267
Remote Similarity	0.67	NPC44161
Remote Similarity	0.6697	NPC475841
Remote Similarity	0.6697	NPC187501
Remote Similarity	0.6697	NPC474145
Remote Similarity	0.6696	NPC315822
Remote Similarity	0.6683	NPC168486
Remote Similarity	0.6683	NPC222592
Remote Similarity	0.6682	NPC133140
Remote Similarity	0.6682	NPC195268
Remote Similarity	0.6682	NPC470549
Remote Similarity	0.6681	NPC11408
Remote Similarity	0.6681	NPC473186
Remote Similarity	0.668	NPC67401
Remote Similarity	0.6667	NPC193777
Remote Similarity	0.6667	NPC264176
Remote Similarity	0.6667	NPC251090
Remote Similarity	0.6667	NPC284678
Remote Similarity	0.6667	NPC474595
Remote Similarity	0.6652	NPC257851
Remote Similarity	0.6652	NPC255800
Remote Similarity	0.6652	NPC290689
Remote Similarity	0.6652	NPC96584
Remote Similarity	0.6652	NPC329631
Remote Similarity	0.6652	NPC310118
Remote Similarity	0.6652	NPC141053
Remote Similarity	0.6651	NPC287437
Remote Similarity	0.6651	NPC198673
Remote Similarity	0.6639	NPC26543
Remote Similarity	0.6638	NPC201508
Remote Similarity	0.6638	NPC473449
Remote Similarity	0.6637	NPC478074
Remote Similarity	0.6637	NPC474594
Remote Similarity	0.6636	NPC135887
Remote Similarity	0.6636	NPC199277
Remote Similarity	0.6624	NPC217554
Remote Similarity	0.6624	NPC39370
Remote Similarity	0.6623	NPC252251
Remote Similarity	0.6622	NPC146418
Remote Similarity	0.6621	NPC45190
Remote Similarity	0.6621	NPC471736
Remote Similarity	0.6617	NPC1527
Remote Similarity	0.6611	NPC284141
Remote Similarity	0.6608	NPC225279
Remote Similarity	0.6608	NPC472099
Remote Similarity	0.6606	NPC174672
Remote Similarity	0.6606	NPC174758
Remote Similarity	0.6605	NPC168911
Remote Similarity	0.6601	NPC208060
Remote Similarity	0.6594	NPC205372
Remote Similarity	0.6593	NPC96321
Remote Similarity	0.6589	NPC473053
Remote Similarity	0.658	NPC110151
Remote Similarity	0.658	NPC157931
Remote Similarity	0.6579	NPC280799
Remote Similarity	0.6579	NPC198503

Drug Structure

NPD3842 OpenBabel08211704332D 28 31 0 0 0 0 0 0 0 0999 V2000 -7.4282 3.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2942 2.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 2.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2942 1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 0.4612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 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 -2.2321 -1.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 -1.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 8 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 4 12 1 0 0 0 0 5 15 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 26 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 19 1 0 0 0 0 16 21 2 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 24 25 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007406
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.15
ALogP	-1.2814
MLogP	2.89
XLogP	5.569
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	85.81
RO5 Violation	1