NPASS drugs

Drug Information

Drug ID:	NPD1649
Drug Name:	Nicaraven
Molecular Formula:	C15H16N4O2
Canonical SMILES:	CC(N=C(c1cccnc1)O)CN=C(c1cccnc1)O
Standard InCHI:	InChI=1S/C15H16N4O2/c1-11(19-15(21)13-5-3-7-17-10-13)8-18-14(20)12-4-2-6-16-9-12/h2-7,9-11H,8H2,1H3,(H,18,20)(H,19,21)
Standard InCHIKey:	KTXBOOWDLPUROC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1649

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	240
0.1-0.2	4313
0.2-0.3	9312
0.3-0.4	11624
0.4-0.5	2854
0.5-0.6	1537
0.6-0.7	887
0.7-0.8	111
0.8-0.85	8
0.85-0.9	3
0.9-0.95	1
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	0.9091	NPC212125
High Similarity	0.8806	NPC306397
High Similarity	0.8705	NPC29702
High Similarity	0.8667	NPC165370
Intermediate Similarity	0.8288	NPC471323
Intermediate Similarity	0.8194	NPC471178
Intermediate Similarity	0.8065	NPC471177
Intermediate Similarity	0.8065	NPC59779
Intermediate Similarity	0.8065	NPC124542
Intermediate Similarity	0.8013	NPC97367
Intermediate Similarity	0.8	NPC471313
Intermediate Similarity	0.8	NPC471311
Intermediate Similarity	0.7911	NPC98187
Intermediate Similarity	0.7867	NPC167400
Intermediate Similarity	0.7857	NPC151489
Intermediate Similarity	0.7808	NPC328029
Intermediate Similarity	0.7778	NPC256893
Intermediate Similarity	0.7778	NPC324611
Intermediate Similarity	0.7771	NPC25899
Intermediate Similarity	0.7756	NPC138018
Intermediate Similarity	0.7708	NPC315320
Intermediate Similarity	0.7673	NPC473057
Intermediate Similarity	0.766	NPC476322
Intermediate Similarity	0.7635	NPC114310
Intermediate Similarity	0.761	NPC48192
Intermediate Similarity	0.7576	NPC76540
Intermediate Similarity	0.7566	NPC159630
Intermediate Similarity	0.7566	NPC230085
Intermediate Similarity	0.7537	NPC27802
Intermediate Similarity	0.7517	NPC471312
Intermediate Similarity	0.7516	NPC263455
Intermediate Similarity	0.7515	NPC150048
Intermediate Similarity	0.7515	NPC203754
Intermediate Similarity	0.7483	NPC322488
Intermediate Similarity	0.7483	NPC146373
Intermediate Similarity	0.7483	NPC245244
Intermediate Similarity	0.7483	NPC166424
Intermediate Similarity	0.7469	NPC108469
Intermediate Similarity	0.7465	NPC290094
Intermediate Similarity	0.7452	NPC312860
Intermediate Similarity	0.7452	NPC107287
Intermediate Similarity	0.7447	NPC182570
Intermediate Similarity	0.7447	NPC265605
Intermediate Similarity	0.7447	NPC48564
Intermediate Similarity	0.7423	NPC319456
Intermediate Similarity	0.7419	NPC112741
Intermediate Similarity	0.7397	NPC476131
Intermediate Similarity	0.7375	NPC113812
Intermediate Similarity	0.7375	NPC84508
Intermediate Similarity	0.7357	NPC91958
Intermediate Similarity	0.7347	NPC69914
Intermediate Similarity	0.7329	NPC131718
Intermediate Similarity	0.7312	NPC129721
Intermediate Similarity	0.731	NPC169625
Intermediate Similarity	0.731	NPC202957
Intermediate Similarity	0.7297	NPC471322
Intermediate Similarity	0.7297	NPC174421
Intermediate Similarity	0.7296	NPC63562
Intermediate Similarity	0.7286	NPC471402
Intermediate Similarity	0.7286	NPC297486
Intermediate Similarity	0.7286	NPC240136
Intermediate Similarity	0.7284	NPC71079
Intermediate Similarity	0.7283	NPC472289
Intermediate Similarity	0.7256	NPC41717
Intermediate Similarity	0.7255	NPC318935
Intermediate Similarity	0.7251	NPC284559
Intermediate Similarity	0.7239	NPC474217
Intermediate Similarity	0.7234	NPC143603
Intermediate Similarity	0.7222	NPC322976
Intermediate Similarity	0.7222	NPC63338
Intermediate Similarity	0.7222	NPC324203
Intermediate Similarity	0.7211	NPC89490
Intermediate Similarity	0.7205	NPC132680
Intermediate Similarity	0.7205	NPC212742
Intermediate Similarity	0.7205	NPC269919
Intermediate Similarity	0.7202	NPC476419
Intermediate Similarity	0.7195	NPC85918
Intermediate Similarity	0.7193	NPC48938
Intermediate Similarity	0.7174	NPC235843
Intermediate Similarity	0.7172	NPC27740
Intermediate Similarity	0.7162	NPC475105
Intermediate Similarity	0.7162	NPC329896
Intermediate Similarity	0.7162	NPC475090
Intermediate Similarity	0.7153	NPC329825
Intermediate Similarity	0.7152	NPC278366
Intermediate Similarity	0.7152	NPC127730
Intermediate Similarity	0.7151	NPC207851
Intermediate Similarity	0.7135	NPC219963
Intermediate Similarity	0.7135	NPC266551
Intermediate Similarity	0.7135	NPC161887
Intermediate Similarity	0.7134	NPC161292
Intermediate Similarity	0.7134	NPC102423
Intermediate Similarity	0.7126	NPC14651
Intermediate Similarity	0.7126	NPC273532
Intermediate Similarity	0.7126	NPC158129
Intermediate Similarity	0.7126	NPC121658
Intermediate Similarity	0.7121	NPC83987
Intermediate Similarity	0.7103	NPC46358
Intermediate Similarity	0.7083	NPC313791
Intermediate Similarity	0.7075	NPC135488
Intermediate Similarity	0.7073	NPC282231
Intermediate Similarity	0.7066	NPC476518
Intermediate Similarity	0.7066	NPC314940
Intermediate Similarity	0.7066	NPC473764
Intermediate Similarity	0.7059	NPC231655
Intermediate Similarity	0.7059	NPC326575
Intermediate Similarity	0.7059	NPC65408
Intermediate Similarity	0.7048	NPC160105
Intermediate Similarity	0.7048	NPC474561
Intermediate Similarity	0.7048	NPC49954
Intermediate Similarity	0.7044	NPC288445
Intermediate Similarity	0.703	NPC263439
Intermediate Similarity	0.703	NPC211187
Intermediate Similarity	0.703	NPC162268
Intermediate Similarity	0.7025	NPC302159
Intermediate Similarity	0.7025	NPC220523
Intermediate Similarity	0.7024	NPC249614
Intermediate Similarity	0.7022	NPC329541
Intermediate Similarity	0.7012	NPC279918
Intermediate Similarity	0.7	NPC24678
Intermediate Similarity	0.7	NPC282398
Intermediate Similarity	0.7	NPC40070
Intermediate Similarity	0.7	NPC105818
Remote Similarity	0.6987	NPC60553
Remote Similarity	0.6982	NPC314603
Remote Similarity	0.6981	NPC470111
Remote Similarity	0.6977	NPC317010
Remote Similarity	0.6964	NPC256828
Remote Similarity	0.6962	NPC314372
Remote Similarity	0.6962	NPC159856
Remote Similarity	0.6957	NPC153769
Remote Similarity	0.6948	NPC251722
Remote Similarity	0.6948	NPC314102
Remote Similarity	0.6941	NPC469938
Remote Similarity	0.6928	NPC476446
Remote Similarity	0.6928	NPC476118
Remote Similarity	0.6928	NPC469813
Remote Similarity	0.6928	NPC194640
Remote Similarity	0.6928	NPC78375
Remote Similarity	0.6914	NPC469786
Remote Similarity	0.6914	NPC469765
Remote Similarity	0.6914	NPC25008
Remote Similarity	0.6914	NPC259644
Remote Similarity	0.6914	NPC314002
Remote Similarity	0.6914	NPC469760
Remote Similarity	0.6914	NPC469763
Remote Similarity	0.6914	NPC73952
Remote Similarity	0.6905	NPC63751
Remote Similarity	0.6902	NPC328318
Remote Similarity	0.6902	NPC328596
Remote Similarity	0.6901	NPC134586
Remote Similarity	0.689	NPC469897
Remote Similarity	0.6882	NPC111624
Remote Similarity	0.6875	NPC171171
Remote Similarity	0.6871	NPC212376
Remote Similarity	0.6871	NPC75540
Remote Similarity	0.6871	NPC80597
Remote Similarity	0.6871	NPC211572
Remote Similarity	0.6871	NPC70922
Remote Similarity	0.6868	NPC212213
Remote Similarity	0.6867	NPC177404
Remote Similarity	0.686	NPC96890
Remote Similarity	0.686	NPC211997
Remote Similarity	0.686	NPC59269
Remote Similarity	0.6859	NPC315348
Remote Similarity	0.6859	NPC316811
Remote Similarity	0.6859	NPC280853
Remote Similarity	0.6859	NPC32002
Remote Similarity	0.6857	NPC284678
Remote Similarity	0.6857	NPC204717
Remote Similarity	0.6848	NPC230869
Remote Similarity	0.6848	NPC135141
Remote Similarity	0.6848	NPC92796
Remote Similarity	0.6845	NPC54988
Remote Similarity	0.6842	NPC101165
Remote Similarity	0.6836	NPC46580
Remote Similarity	0.6835	NPC190296
Remote Similarity	0.6833	NPC289786
Remote Similarity	0.6828	NPC475070
Remote Similarity	0.6826	NPC311276
Remote Similarity	0.6824	NPC252590
Remote Similarity	0.6821	NPC248462
Remote Similarity	0.6821	NPC164340
Remote Similarity	0.6821	NPC232340
Remote Similarity	0.6818	NPC15102
Remote Similarity	0.6815	NPC245657
Remote Similarity	0.6815	NPC285016
Remote Similarity	0.6811	NPC57398
Remote Similarity	0.6805	NPC317430
Remote Similarity	0.6802	NPC24594
Remote Similarity	0.6802	NPC472122
Remote Similarity	0.68	NPC278451
Remote Similarity	0.68	NPC220765
Remote Similarity	0.6795	NPC471596
Remote Similarity	0.6791	NPC317373
Remote Similarity	0.6788	NPC469762
Remote Similarity	0.6784	NPC471294
Remote Similarity	0.6782	NPC24864
Remote Similarity	0.678	NPC118084
Remote Similarity	0.6778	NPC99666

Drug Structure

NPD1649 OpenBabel08211701082D 23 24 0 0 1 0 0 0 0 0999 V2000 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 11 1 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 16 1 0 0 0 0 10 13 2 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 18 2 3 0 0 0 14 20 1 0 0 0 0 15 19 2 3 0 0 0 15 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012160
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	284.13
ALogP	-0.487
MLogP	2.45
XLogP	2.006
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	90.96
RO5 Violation	0