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.


  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

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