Drug Information

Drug ID:  NPD1352
Drug Name:  FR-144420
Molecular Formula:  C14H18N4O4
Canonical SMILES:  O/N=C(/C=C(/C(N(=O)=O)C)CC)CN=C(c1cccnc1)O
Standard InCHI:  InChI=1S/C14H18N4O4/c1-3-11(10(2)18(21)22)7-13(17-20)9-16-14(19)12-5-4-6-15-8-12/h4-8,10,20H,3,9H2,1-2H3,(H,16,19)/b11-7+,17-13-
Standard InCHIKey:  KIWSYRHAAPLJFJ-DNZSEPECSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD1352

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 0.8889 NPC212125
High Similarity 0.8613 NPC306397
High Similarity 0.8521 NPC29702
Intermediate Similarity 0.8478 NPC165370
Intermediate Similarity 0.8121 NPC471323
Intermediate Similarity 0.7832 NPC471313
Intermediate Similarity 0.7832 NPC471311
Intermediate Similarity 0.777 NPC328029
Intermediate Similarity 0.7722 NPC138018
Intermediate Similarity 0.7712 NPC167400
Intermediate Similarity 0.7692 NPC151489
Intermediate Similarity 0.7676 NPC290094
Intermediate Similarity 0.7671 NPC315320
Intermediate Similarity 0.7654 NPC98187
Intermediate Similarity 0.7619 NPC324611
Intermediate Similarity 0.7593 NPC471178
Intermediate Similarity 0.7517 NPC202957
Intermediate Similarity 0.7517 NPC169625
Intermediate Similarity 0.75 NPC256893
Intermediate Similarity 0.7483 NPC114310
Intermediate Similarity 0.7469 NPC471177
Intermediate Similarity 0.7469 NPC124542
Intermediate Similarity 0.7469 NPC59779
Intermediate Similarity 0.7423 NPC473057
Intermediate Similarity 0.7421 NPC312860
Intermediate Similarity 0.7419 NPC230085
Intermediate Similarity 0.7419 NPC159630
Intermediate Similarity 0.7415 NPC89490
Intermediate Similarity 0.7407 NPC76540
Intermediate Similarity 0.7394 NPC319456
Intermediate Similarity 0.7375 NPC263455
Intermediate Similarity 0.7372 NPC27802
Intermediate Similarity 0.7368 NPC471312
Intermediate Similarity 0.7365 NPC475090
Intermediate Similarity 0.7365 NPC475105
Intermediate Similarity 0.7365 NPC329896
Intermediate Similarity 0.7362 NPC71079
Intermediate Similarity 0.7333 NPC322488
Intermediate Similarity 0.7333 NPC108469
Intermediate Similarity 0.7317 NPC474217
Intermediate Similarity 0.7317 NPC97367
Intermediate Similarity 0.7312 NPC107287
Intermediate Similarity 0.7292 NPC265605
Intermediate Similarity 0.7292 NPC182570
Intermediate Similarity 0.7292 NPC48564
Intermediate Similarity 0.7278 NPC112741
Intermediate Similarity 0.7273 NPC85918
Intermediate Similarity 0.7267 NPC63562
Intermediate Similarity 0.7239 NPC113812
Intermediate Similarity 0.7229 NPC41717
Intermediate Similarity 0.7229 NPC278366
Intermediate Similarity 0.7229 NPC127730
Intermediate Similarity 0.7202 NPC273532
Intermediate Similarity 0.7195 NPC63338
Intermediate Similarity 0.7195 NPC324203
Intermediate Similarity 0.7195 NPC131718
Intermediate Similarity 0.7195 NPC322976
Intermediate Similarity 0.7178 NPC212742
Intermediate Similarity 0.7178 NPC269919
Intermediate Similarity 0.7178 NPC132680
Intermediate Similarity 0.7152 NPC471322
Intermediate Similarity 0.7152 NPC174421
Intermediate Similarity 0.7152 NPC48192
Intermediate Similarity 0.7133 NPC297486
Intermediate Similarity 0.7133 NPC471402
Intermediate Similarity 0.7133 NPC240136
Intermediate Similarity 0.7115 NPC318935
Intermediate Similarity 0.7108 NPC211187
Intermediate Similarity 0.7107 NPC161292
Intermediate Similarity 0.7091 NPC25899
Intermediate Similarity 0.7076 NPC150048
Intermediate Similarity 0.7076 NPC203754
Intermediate Similarity 0.7073 NPC129721
Intermediate Similarity 0.7041 NPC256828
Intermediate Similarity 0.703 NPC84508
Intermediate Similarity 0.7029 NPC231655
Intermediate Similarity 0.7027 NPC27740
Intermediate Similarity 0.7024 NPC160105
Intermediate Similarity 0.7021 NPC235843
Intermediate Similarity 0.7006 NPC102423
Intermediate Similarity 0.7006 NPC263439
Intermediate Similarity 0.7006 NPC162268
Intermediate Similarity 0.7 NPC302159
Intermediate Similarity 0.7 NPC220523
Remote Similarity 0.698 NPC245244
Remote Similarity 0.698 NPC146373
Remote Similarity 0.698 NPC166424
Remote Similarity 0.6977 NPC476419
Remote Similarity 0.6966 NPC91958
Remote Similarity 0.6966 NPC32771
Remote Similarity 0.6964 NPC41333
Remote Similarity 0.6963 NPC83987
Remote Similarity 0.6959 NPC314603
Remote Similarity 0.6959 NPC313791
Remote Similarity 0.6954 NPC317010
Remote Similarity 0.6933 NPC153769
Remote Similarity 0.6932 NPC207851
Remote Similarity 0.6923 NPC65408
Remote Similarity 0.6913 NPC476322
Remote Similarity 0.6901 NPC158129
Remote Similarity 0.6871 NPC105818
Remote Similarity 0.6871 NPC24678
Remote Similarity 0.6852 NPC470111
Remote Similarity 0.6849 NPC143603
Remote Similarity 0.6846 NPC46358
Remote Similarity 0.6845 NPC177404
Remote Similarity 0.6845 NPC282231
Remote Similarity 0.6842 NPC473764
Remote Similarity 0.6842 NPC314940
Remote Similarity 0.6835 NPC280853
Remote Similarity 0.6832 NPC314372
Remote Similarity 0.6832 NPC159856
Remote Similarity 0.6824 NPC474561
Remote Similarity 0.6824 NPC49954
Remote Similarity 0.6821 NPC135488
Remote Similarity 0.6803 NPC11863
Remote Similarity 0.6802 NPC249614
Remote Similarity 0.6798 NPC314002
Remote Similarity 0.6796 NPC117244
Remote Similarity 0.6796 NPC473763
Remote Similarity 0.6792 NPC285016
Remote Similarity 0.6792 NPC245657
Remote Similarity 0.6788 NPC73952
Remote Similarity 0.6788 NPC469763
Remote Similarity 0.6788 NPC469765
Remote Similarity 0.6788 NPC259644
Remote Similarity 0.6788 NPC469786
Remote Similarity 0.6788 NPC469760
Remote Similarity 0.6788 NPC25008
Remote Similarity 0.6786 NPC279918
Remote Similarity 0.678 NPC48938
Remote Similarity 0.6779 NPC56856
Remote Similarity 0.6778 NPC472289
Remote Similarity 0.6776 NPC278451
Remote Similarity 0.6772 NPC471596
Remote Similarity 0.676 NPC171171
Remote Similarity 0.675 NPC60553
Remote Similarity 0.6747 NPC211572
Remote Similarity 0.6747 NPC80597
Remote Similarity 0.6747 NPC75540
Remote Similarity 0.6747 NPC212376
Remote Similarity 0.6747 NPC70922
Remote Similarity 0.6743 NPC96890
Remote Similarity 0.6742 NPC204717
Remote Similarity 0.6742 NPC284559
Remote Similarity 0.6726 NPC230869
Remote Similarity 0.6724 NPC469938
Remote Similarity 0.6723 NPC266551
Remote Similarity 0.6723 NPC470474
Remote Similarity 0.6722 NPC46580
Remote Similarity 0.6709 NPC251722
Remote Similarity 0.6709 NPC314102
Remote Similarity 0.6708 NPC190296
Remote Similarity 0.6707 NPC288445
Remote Similarity 0.6706 NPC476118
Remote Similarity 0.6706 NPC194640
Remote Similarity 0.6706 NPC311276
Remote Similarity 0.6705 NPC14651
Remote Similarity 0.6705 NPC121658
Remote Similarity 0.6688 NPC476131
Remote Similarity 0.6686 NPC44161
Remote Similarity 0.6686 NPC134586
Remote Similarity 0.6686 NPC63751
Remote Similarity 0.6685 NPC220765
Remote Similarity 0.6667 NPC469762
Remote Similarity 0.6667 NPC471294
Remote Similarity 0.6667 NPC329825
Remote Similarity 0.6667 NPC471598
Remote Similarity 0.6648 NPC211997
Remote Similarity 0.6648 NPC184964
Remote Similarity 0.6647 NPC476518
Remote Similarity 0.6645 NPC282398
Remote Similarity 0.6645 NPC69914
Remote Similarity 0.6628 NPC54988
Remote Similarity 0.6626 NPC285731
Remote Similarity 0.6625 NPC32002
Remote Similarity 0.6625 NPC315348
Remote Similarity 0.6625 NPC316811
Remote Similarity 0.6623 NPC471589
Remote Similarity 0.6611 NPC62510
Remote Similarity 0.661 NPC248462
Remote Similarity 0.6609 NPC252590
Remote Similarity 0.6609 NPC89562
Remote Similarity 0.6608 NPC469813
Remote Similarity 0.6608 NPC78375
Remote Similarity 0.6608 NPC476446
Remote Similarity 0.6607 NPC469785
Remote Similarity 0.6576 NPC99666
Remote Similarity 0.6573 NPC325705
Remote Similarity 0.6573 NPC52831
Remote Similarity 0.6571 NPC259545
Remote Similarity 0.6557 NPC95783
Remote Similarity 0.6554 NPC326575
Remote Similarity 0.6554 NPC59269
Remote Similarity 0.655 NPC47298
Remote Similarity 0.655 NPC315214
Remote Similarity 0.6548 NPC209362
Remote Similarity 0.6546 NPC85273
Remote Similarity 0.6541 NPC329541
Remote Similarity 0.6541 NPC289786

Drug Structure

External Identifiers

TTD   DIB003083
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  306.13
ALogP  0.516
MLogP  2.12
XLogP  1.238
HDA  3
HBD  2
Rotatable Bonds  12
TPSA  121.21
RO5 Violation  0