Drug Information

Drug ID:  NPD2012
Drug Name:  
Molecular Formula:  C16H17N3O3
Canonical SMILES:  CCCC(=Nc1ccc(c(c1)N(=O)=O)Cc1ccccn1)O
Standard InCHI:  InChI=1S/C16H17N3O3/c1-2-5-16(20)18-14-8-7-12(15(11-14)19(21)22)10-13-6-3-4-9-17-13/h3-4,6-9,11H,2,5,10H2,1H3,(H,18,20)
Standard InCHIKey:  CZKQVCYQBJJAGG-UHFFFAOYSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2012

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
Intermediate Similarity 0.8188 NPC314102
Intermediate Similarity 0.8188 NPC251722
Intermediate Similarity 0.8042 NPC290094
Intermediate Similarity 0.7973 NPC256893
Intermediate Similarity 0.7949 NPC470111
Intermediate Similarity 0.7945 NPC471311
Intermediate Similarity 0.7945 NPC471313
Intermediate Similarity 0.7937 NPC129721
Intermediate Similarity 0.7917 NPC46358
Intermediate Similarity 0.7877 NPC169625
Intermediate Similarity 0.7877 NPC202957
Intermediate Similarity 0.7821 NPC314372
Intermediate Similarity 0.777 NPC89490
Intermediate Similarity 0.775 NPC259644
Intermediate Similarity 0.775 NPC25008
Intermediate Similarity 0.775 NPC469765
Intermediate Similarity 0.775 NPC469760
Intermediate Similarity 0.775 NPC469763
Intermediate Similarity 0.775 NPC73952
Intermediate Similarity 0.775 NPC469786
Intermediate Similarity 0.7718 NPC329896
Intermediate Similarity 0.7718 NPC475105
Intermediate Similarity 0.7718 NPC475090
Intermediate Similarity 0.7707 NPC285731
Intermediate Similarity 0.7702 NPC75540
Intermediate Similarity 0.7702 NPC212376
Intermediate Similarity 0.7702 NPC211572
Intermediate Similarity 0.7702 NPC70922
Intermediate Similarity 0.7702 NPC80597
Intermediate Similarity 0.7692 NPC190296
Intermediate Similarity 0.7662 NPC169433
Intermediate Similarity 0.7654 NPC51054
Intermediate Similarity 0.764 NPC138842
Intermediate Similarity 0.7625 NPC105818
Intermediate Similarity 0.7625 NPC24678
Intermediate Similarity 0.7616 NPC324611
Intermediate Similarity 0.7607 NPC469762
Intermediate Similarity 0.7607 NPC236711
Intermediate Similarity 0.7597 NPC150259
Intermediate Similarity 0.7569 NPC91958
Intermediate Similarity 0.755 NPC282398
Intermediate Similarity 0.7546 NPC469785
Intermediate Similarity 0.7545 NPC49954
Intermediate Similarity 0.7545 NPC474561
Intermediate Similarity 0.753 NPC311276
Intermediate Similarity 0.7516 NPC40070
Intermediate Similarity 0.75 NPC32002
Intermediate Similarity 0.75 NPC471402
Intermediate Similarity 0.75 NPC316811
Intermediate Similarity 0.75 NPC315348
Intermediate Similarity 0.75 NPC297486
Intermediate Similarity 0.75 NPC81561
Intermediate Similarity 0.75 NPC240136
Intermediate Similarity 0.7484 NPC471312
Intermediate Similarity 0.7484 NPC159856
Intermediate Similarity 0.747 NPC282231
Intermediate Similarity 0.7466 NPC215519
Intermediate Similarity 0.7456 NPC32534
Intermediate Similarity 0.7452 NPC469783
Intermediate Similarity 0.7452 NPC469780
Intermediate Similarity 0.7452 NPC469761
Intermediate Similarity 0.7452 NPC469784
Intermediate Similarity 0.7452 NPC469768
Intermediate Similarity 0.7452 NPC469767
Intermediate Similarity 0.7452 NPC469779
Intermediate Similarity 0.7443 NPC474707
Intermediate Similarity 0.7442 NPC157583
Intermediate Similarity 0.744 NPC160105
Intermediate Similarity 0.7431 NPC148140
Intermediate Similarity 0.7425 NPC40779
Intermediate Similarity 0.7425 NPC194640
Intermediate Similarity 0.7415 NPC265605
Intermediate Similarity 0.7415 NPC48564
Intermediate Similarity 0.7415 NPC182570
Intermediate Similarity 0.7414 NPC233936
Intermediate Similarity 0.741 NPC279918
Intermediate Similarity 0.7405 NPC469766
Intermediate Similarity 0.7401 NPC317030
Intermediate Similarity 0.7401 NPC204565
Intermediate Similarity 0.7399 NPC248462
Intermediate Similarity 0.7396 NPC63751
Intermediate Similarity 0.7391 NPC471957
Intermediate Similarity 0.7389 NPC110126
Intermediate Similarity 0.7389 NPC104483
Intermediate Similarity 0.7389 NPC73767
Intermediate Similarity 0.7386 NPC471322
Intermediate Similarity 0.7383 NPC476322
Intermediate Similarity 0.7383 NPC122718
Intermediate Similarity 0.7372 NPC84911
Intermediate Similarity 0.7372 NPC105127
Intermediate Similarity 0.736 NPC173028
Intermediate Similarity 0.736 NPC65215
Intermediate Similarity 0.7353 NPC194411
Intermediate Similarity 0.7349 NPC92796
Intermediate Similarity 0.7349 NPC135141
Intermediate Similarity 0.7333 NPC476464
Intermediate Similarity 0.7333 NPC166424
Intermediate Similarity 0.7333 NPC245244
Intermediate Similarity 0.7333 NPC146373
Intermediate Similarity 0.7329 NPC143603
Intermediate Similarity 0.7321 NPC478182
Intermediate Similarity 0.7308 NPC261195
Intermediate Similarity 0.7308 NPC29886
Intermediate Similarity 0.7308 NPC96102
Intermediate Similarity 0.7294 NPC201700
Intermediate Similarity 0.7284 NPC179787
Intermediate Similarity 0.7284 NPC201380
Intermediate Similarity 0.7283 NPC203754
Intermediate Similarity 0.7283 NPC150048
Intermediate Similarity 0.7278 NPC117244
Intermediate Similarity 0.7278 NPC473763
Intermediate Similarity 0.7267 NPC314603
Intermediate Similarity 0.7267 NPC86288
Intermediate Similarity 0.7262 NPC71079
Intermediate Similarity 0.7262 NPC225018
Intermediate Similarity 0.7254 NPC27802
Intermediate Similarity 0.7246 NPC56765
Intermediate Similarity 0.7241 NPC68354
Intermediate Similarity 0.7241 NPC248454
Intermediate Similarity 0.7239 NPC321911
Intermediate Similarity 0.7235 NPC54988
Intermediate Similarity 0.7225 NPC469938
Intermediate Similarity 0.7225 NPC37423
Intermediate Similarity 0.7225 NPC275305
Intermediate Similarity 0.7222 NPC63545
Intermediate Similarity 0.7219 NPC90723
Intermediate Similarity 0.7219 NPC474217
Intermediate Similarity 0.7211 NPC54102
Intermediate Similarity 0.7211 NPC162689
Intermediate Similarity 0.7208 NPC69914
Intermediate Similarity 0.7202 NPC215584
Intermediate Similarity 0.7202 NPC131718
Intermediate Similarity 0.7202 NPC44773
Intermediate Similarity 0.7198 NPC474177
Intermediate Similarity 0.7195 NPC53947
Intermediate Similarity 0.7178 NPC469811
Intermediate Similarity 0.7176 NPC471178
Intermediate Similarity 0.7169 NPC38736
Intermediate Similarity 0.7167 NPC255909
Intermediate Similarity 0.7161 NPC82295
Intermediate Similarity 0.7161 NPC101165
Intermediate Similarity 0.716 NPC242116
Intermediate Similarity 0.716 NPC124542
Intermediate Similarity 0.716 NPC471177
Intermediate Similarity 0.716 NPC59779
Intermediate Similarity 0.716 NPC469525
Intermediate Similarity 0.7158 NPC133366
Intermediate Similarity 0.7152 NPC216713
Intermediate Similarity 0.7152 NPC27740
Intermediate Similarity 0.7152 NPC470233
Intermediate Similarity 0.7143 NPC230869
Intermediate Similarity 0.7143 NPC476131
Intermediate Similarity 0.7143 NPC293487
Intermediate Similarity 0.7143 NPC20144
Intermediate Similarity 0.7143 NPC59269
Intermediate Similarity 0.7143 NPC64436
Intermediate Similarity 0.7135 NPC278366
Intermediate Similarity 0.7135 NPC127730
Intermediate Similarity 0.7135 NPC165495
Intermediate Similarity 0.7134 NPC37548
Intermediate Similarity 0.7133 NPC329825
Intermediate Similarity 0.7125 NPC279081
Intermediate Similarity 0.7125 NPC59084
Intermediate Similarity 0.7124 NPC212125
Intermediate Similarity 0.7124 NPC278451
Intermediate Similarity 0.7118 NPC478184
Intermediate Similarity 0.7117 NPC288838
Intermediate Similarity 0.711 NPC470498
Intermediate Similarity 0.711 NPC201634
Intermediate Similarity 0.7108 NPC325903
Intermediate Similarity 0.7108 NPC200214
Intermediate Similarity 0.7102 NPC213468
Intermediate Similarity 0.7102 NPC215795
Intermediate Similarity 0.7102 NPC176199
Intermediate Similarity 0.7099 NPC471323
Intermediate Similarity 0.7097 NPC315320
Intermediate Similarity 0.7093 NPC44161
Intermediate Similarity 0.7081 NPC229332
Intermediate Similarity 0.7081 NPC63157
Intermediate Similarity 0.7081 NPC473868
Intermediate Similarity 0.7079 NPC163055
Intermediate Similarity 0.7076 NPC85918
Intermediate Similarity 0.7059 NPC16667
Intermediate Similarity 0.7053 NPC475288
Intermediate Similarity 0.7045 NPC151939
Intermediate Similarity 0.7044 NPC65408
Intermediate Similarity 0.7042 NPC76540
Intermediate Similarity 0.7042 NPC231655
Intermediate Similarity 0.7041 NPC6436
Intermediate Similarity 0.7041 NPC318065
Intermediate Similarity 0.7041 NPC206819
Intermediate Similarity 0.7039 NPC228835
Intermediate Similarity 0.7035 NPC478183
Intermediate Similarity 0.7035 NPC98187
Intermediate Similarity 0.7033 NPC95783
Intermediate Similarity 0.703 NPC124005
Intermediate Similarity 0.703 NPC187951
Intermediate Similarity 0.7025 NPC198988
Intermediate Similarity 0.7024 NPC285469
Intermediate Similarity 0.7019 NPC230002

Drug Structure

External Identifiers

TTD   DIB001843
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   3047323
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  299.13
ALogP  0.6978
MLogP  2.56
XLogP  4.649
HDA  3
HBD  1
Rotatable Bonds  9
TPSA  88.62
RO5 Violation  0