Drug Information

Drug ID:  NPD4642
Drug Name:  
Molecular Formula:  C21H27N3O3
Canonical SMILES:  CCOC(=O)c1ccc(cc1)OCCC1CCN(CC1)c1ccc(nn1)C
Standard InCHI:  InChI=1S/C21H27N3O3/c1-3-26-21(25)18-5-7-19(8-6-18)27-15-12-17-10-13-24(14-11-17)20-9-4-16(2)22-23-20/h4-9,17H,3,10-15H2,1-2H3
Standard InCHIKey:  KCHIOGFOPPOUJC-UHFFFAOYSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD4642

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 0.7098 NPC21638
Remote Similarity 0.6986 NPC264176
Remote Similarity 0.692 NPC472099
Remote Similarity 0.6912 NPC193238
Remote Similarity 0.6892 NPC62995
Remote Similarity 0.6833 NPC472098
Remote Similarity 0.6816 NPC148183
Remote Similarity 0.6816 NPC152768
Remote Similarity 0.681 NPC473105
Remote Similarity 0.6802 NPC236668
Remote Similarity 0.6783 NPC66777
Remote Similarity 0.6771 NPC146976
Remote Similarity 0.6745 NPC471825
Remote Similarity 0.671 NPC471762
Remote Similarity 0.67 NPC299582
Remote Similarity 0.6698 NPC234933
Remote Similarity 0.6667 NPC470020
Remote Similarity 0.6667 NPC280714
Remote Similarity 0.6652 NPC473449
Remote Similarity 0.6651 NPC235194
Remote Similarity 0.664 NPC191489
Remote Similarity 0.6637 NPC146418
Remote Similarity 0.6623 NPC469439
Remote Similarity 0.6619 NPC194040
Remote Similarity 0.6618 NPC191310
Remote Similarity 0.6609 NPC24019
Remote Similarity 0.6608 NPC473041
Remote Similarity 0.6602 NPC315631
Remote Similarity 0.6596 NPC329631
Remote Similarity 0.6595 NPC478078
Remote Similarity 0.6595 NPC187145
Remote Similarity 0.6595 NPC157931
Remote Similarity 0.6579 NPC298436
Remote Similarity 0.6573 NPC1820
Remote Similarity 0.6573 NPC475411
Remote Similarity 0.6553 NPC471004
Remote Similarity 0.6553 NPC474192
Remote Similarity 0.6553 NPC84347
Remote Similarity 0.6553 NPC475720
Remote Similarity 0.655 NPC54066
Remote Similarity 0.6545 NPC207971
Remote Similarity 0.6534 NPC100734
Remote Similarity 0.6534 NPC88923
Remote Similarity 0.6534 NPC315634
Remote Similarity 0.6532 NPC198160
Remote Similarity 0.6522 NPC9475
Remote Similarity 0.6516 NPC268077
Remote Similarity 0.6507 NPC288305
Remote Similarity 0.6502 NPC314861
Remote Similarity 0.65 NPC15987
Remote Similarity 0.65 NPC119134
Remote Similarity 0.6495 NPC28510
Remote Similarity 0.6494 NPC210434
Remote Similarity 0.6484 NPC312870
Remote Similarity 0.6484 NPC294909
Remote Similarity 0.6484 NPC199851
Remote Similarity 0.6484 NPC128265
Remote Similarity 0.6484 NPC254240
Remote Similarity 0.6481 NPC198401
Remote Similarity 0.6481 NPC476436
Remote Similarity 0.648 NPC214239
Remote Similarity 0.6473 NPC124300
Remote Similarity 0.6471 NPC41216
Remote Similarity 0.6471 NPC317572
Remote Similarity 0.6471 NPC108342
Remote Similarity 0.6468 NPC71124
Remote Similarity 0.6465 NPC206109
Remote Similarity 0.6465 NPC114039
Remote Similarity 0.6463 NPC96321
Remote Similarity 0.6461 NPC107123
Remote Similarity 0.6457 NPC4687
Remote Similarity 0.6454 NPC328928
Remote Similarity 0.6446 NPC291609
Remote Similarity 0.6444 NPC189903
Remote Similarity 0.6444 NPC182907
Remote Similarity 0.6441 NPC474688
Remote Similarity 0.6438 NPC97746
Remote Similarity 0.6438 NPC471615
Remote Similarity 0.6438 NPC123395
Remote Similarity 0.6438 NPC241263
Remote Similarity 0.6429 NPC90875
Remote Similarity 0.6426 NPC311906
Remote Similarity 0.6422 NPC216612
Remote Similarity 0.6419 NPC305984
Remote Similarity 0.6414 NPC233334
Remote Similarity 0.6413 NPC472287
Remote Similarity 0.6413 NPC472111
Remote Similarity 0.6413 NPC472286
Remote Similarity 0.6411 NPC475301
Remote Similarity 0.6411 NPC53255
Remote Similarity 0.6411 NPC85879
Remote Similarity 0.6411 NPC326930
Remote Similarity 0.6408 NPC249614
Remote Similarity 0.6404 NPC50562
Remote Similarity 0.6402 NPC183805
Remote Similarity 0.6395 NPC322482
Remote Similarity 0.6393 NPC310618
Remote Similarity 0.639 NPC475816
Remote Similarity 0.6388 NPC116178
Remote Similarity 0.6386 NPC13603
Remote Similarity 0.6386 NPC93653
Remote Similarity 0.6384 NPC243850
Remote Similarity 0.6383 NPC257851
Remote Similarity 0.6379 NPC280799
Remote Similarity 0.6379 NPC198503
Remote Similarity 0.6377 NPC474881
Remote Similarity 0.6376 NPC108847
Remote Similarity 0.6376 NPC67658
Remote Similarity 0.6375 NPC473833
Remote Similarity 0.6372 NPC471304
Remote Similarity 0.6372 NPC269367
Remote Similarity 0.6372 NPC473569
Remote Similarity 0.6368 NPC289086
Remote Similarity 0.6368 NPC285923
Remote Similarity 0.636 NPC321166
Remote Similarity 0.636 NPC217903
Remote Similarity 0.6359 NPC230403
Remote Similarity 0.6355 NPC177404
Remote Similarity 0.6351 NPC474077
Remote Similarity 0.6349 NPC166722
Remote Similarity 0.6345 NPC303374
Remote Similarity 0.6345 NPC476429
Remote Similarity 0.6344 NPC87413
Remote Similarity 0.6343 NPC469390
Remote Similarity 0.634 NPC470018
Remote Similarity 0.6339 NPC300156
Remote Similarity 0.6339 NPC238457
Remote Similarity 0.6336 NPC323969
Remote Similarity 0.6336 NPC128115
Remote Similarity 0.6335 NPC284685
Remote Similarity 0.633 NPC135950
Remote Similarity 0.6329 NPC471648
Remote Similarity 0.6329 NPC278525
Remote Similarity 0.6326 NPC196251
Remote Similarity 0.6326 NPC44354
Remote Similarity 0.6326 NPC102338
Remote Similarity 0.6326 NPC111602
Remote Similarity 0.6326 NPC63199
Remote Similarity 0.6321 NPC469831
Remote Similarity 0.632 NPC314270
Remote Similarity 0.6318 NPC22481
Remote Similarity 0.6314 NPC74575
Remote Similarity 0.6311 NPC249583
Remote Similarity 0.6311 NPC16249
Remote Similarity 0.6306 NPC470586
Remote Similarity 0.6303 NPC5167
Remote Similarity 0.6303 NPC85613
Remote Similarity 0.6301 NPC245916
Remote Similarity 0.6301 NPC324619
Remote Similarity 0.6301 NPC194967
Remote Similarity 0.6301 NPC475315
Remote Similarity 0.63 NPC290689
Remote Similarity 0.63 NPC26872
Remote Similarity 0.6298 NPC73280
Remote Similarity 0.6296 NPC210296
Remote Similarity 0.6295 NPC329708
Remote Similarity 0.6295 NPC47059
Remote Similarity 0.6295 NPC274291
Remote Similarity 0.6295 NPC264166
Remote Similarity 0.6295 NPC118832
Remote Similarity 0.6295 NPC165349
Remote Similarity 0.6293 NPC168209
Remote Similarity 0.6292 NPC253675
Remote Similarity 0.6291 NPC62069
Remote Similarity 0.6291 NPC320394
Remote Similarity 0.6291 NPC469829
Remote Similarity 0.629 NPC5374
Remote Similarity 0.629 NPC103361
Remote Similarity 0.6287 NPC26850
Remote Similarity 0.6287 NPC315822
Remote Similarity 0.6286 NPC283152
Remote Similarity 0.6286 NPC124313
Remote Similarity 0.6284 NPC289786
Remote Similarity 0.6284 NPC254957
Remote Similarity 0.6283 NPC475910
Remote Similarity 0.6279 NPC21425
Remote Similarity 0.6279 NPC469830
Remote Similarity 0.6278 NPC295898
Remote Similarity 0.6277 NPC169402
Remote Similarity 0.6276 NPC49547
Remote Similarity 0.627 NPC84164
Remote Similarity 0.627 NPC207283
Remote Similarity 0.6268 NPC312872
Remote Similarity 0.6263 NPC266425
Remote Similarity 0.6262 NPC241025
Remote Similarity 0.6261 NPC16066
Remote Similarity 0.6261 NPC116238
Remote Similarity 0.626 NPC475533
Remote Similarity 0.6255 NPC318068
Remote Similarity 0.6245 NPC188400
Remote Similarity 0.6245 NPC15406
Remote Similarity 0.6244 NPC472284
Remote Similarity 0.6239 NPC53344
Remote Similarity 0.6239 NPC133140
Remote Similarity 0.6239 NPC195268
Remote Similarity 0.6239 NPC473004
Remote Similarity 0.6239 NPC321428
Remote Similarity 0.6238 NPC227683
Remote Similarity 0.6234 NPC207531
Remote Similarity 0.6234 NPC217176

Drug Structure

External Identifiers

TTD   DIB013249
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  369.21
ALogP  -0.5751
MLogP  3.11
XLogP  4.749
HDA  5
HBD  0
Rotatable Bonds  10
TPSA  64.55
RO5 Violation  0