Drug Information

Drug ID:  NPD5919
Drug Name:  
Molecular Formula:  C24H27N3O4
Canonical SMILES:  CCN(Cc1ccc2c(c1)ccc(c2)COC(=O)Nc1ccc(cc1)C(=O)NO)CC
Standard InCHI:  InChI=1S/C24H27N3O4/c1-3-27(4-2)15-17-5-7-21-14-18(6-8-20(21)13-17)16-31-24(29)25-22-11-9-19(10-12-22)23(28)26-30/h5-14,30H,3-4,15-16H2,1-2H3,(H,25,29)(H,26,28)
Standard InCHIKey:  YALNUENQHAQXEA-UHFFFAOYSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD5919

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 0.7485 NPC319645
Intermediate Similarity 0.7283 NPC470317
Intermediate Similarity 0.7229 NPC242933
Intermediate Similarity 0.7219 NPC472242
Intermediate Similarity 0.7195 NPC173295
Intermediate Similarity 0.7181 NPC477998
Intermediate Similarity 0.7143 NPC313293
Intermediate Similarity 0.7121 NPC222561
Intermediate Similarity 0.7108 NPC287358
Intermediate Similarity 0.7059 NPC471742
Intermediate Similarity 0.7055 NPC314098
Intermediate Similarity 0.7045 NPC63370
Intermediate Similarity 0.7045 NPC36836
Intermediate Similarity 0.7041 NPC472241
Intermediate Similarity 0.7035 NPC308943
Intermediate Similarity 0.7024 NPC472243
Intermediate Similarity 0.7022 NPC248117
Intermediate Similarity 0.7017 NPC470971
Intermediate Similarity 0.7006 NPC61013
Intermediate Similarity 0.7006 NPC123241
Remote Similarity 0.6995 NPC307640
Remote Similarity 0.6984 NPC160381
Remote Similarity 0.6966 NPC193410
Remote Similarity 0.6961 NPC298449
Remote Similarity 0.6931 NPC322621
Remote Similarity 0.6931 NPC49184
Remote Similarity 0.6915 NPC90185
Remote Similarity 0.6914 NPC314223
Remote Similarity 0.6899 NPC226143
Remote Similarity 0.6889 NPC293458
Remote Similarity 0.6884 NPC207971
Remote Similarity 0.6882 NPC186669
Remote Similarity 0.6878 NPC55470
Remote Similarity 0.6862 NPC288305
Remote Similarity 0.6857 NPC473329
Remote Similarity 0.6853 NPC5374
Remote Similarity 0.6852 NPC470343
Remote Similarity 0.6852 NPC472244
Remote Similarity 0.685 NPC268077
Remote Similarity 0.6832 NPC100573
Remote Similarity 0.6832 NPC207873
Remote Similarity 0.6828 NPC203202
Remote Similarity 0.6828 NPC264482
Remote Similarity 0.6828 NPC471743
Remote Similarity 0.6826 NPC253476
Remote Similarity 0.6802 NPC71124
Remote Similarity 0.6802 NPC308197
Remote Similarity 0.68 NPC242000
Remote Similarity 0.6796 NPC99632
Remote Similarity 0.6796 NPC282339
Remote Similarity 0.6793 NPC469915
Remote Similarity 0.6789 NPC97584
Remote Similarity 0.6788 NPC472245
Remote Similarity 0.6788 NPC314431
Remote Similarity 0.6788 NPC280807
Remote Similarity 0.6784 NPC232600
Remote Similarity 0.6784 NPC43477
Remote Similarity 0.6776 NPC182131
Remote Similarity 0.6758 NPC189116
Remote Similarity 0.6755 NPC321211
Remote Similarity 0.674 NPC225319
Remote Similarity 0.6739 NPC224970
Remote Similarity 0.6739 NPC223595
Remote Similarity 0.6739 NPC167724
Remote Similarity 0.6735 NPC198205
Remote Similarity 0.6735 NPC21483
Remote Similarity 0.6707 NPC322433
Remote Similarity 0.6703 NPC176983
Remote Similarity 0.6701 NPC5630
Remote Similarity 0.6701 NPC303214
Remote Similarity 0.6701 NPC474059
Remote Similarity 0.6687 NPC226794
Remote Similarity 0.6687 NPC192533
Remote Similarity 0.6685 NPC36495
Remote Similarity 0.6684 NPC469726
Remote Similarity 0.6684 NPC329338
Remote Similarity 0.6684 NPC254957
Remote Similarity 0.6667 NPC475223
Remote Similarity 0.6667 NPC190945
Remote Similarity 0.6667 NPC203628
Remote Similarity 0.6667 NPC6974
Remote Similarity 0.6667 NPC22476
Remote Similarity 0.6667 NPC198390
Remote Similarity 0.6667 NPC285192
Remote Similarity 0.6667 NPC99043
Remote Similarity 0.6667 NPC218594
Remote Similarity 0.6649 NPC316405
Remote Similarity 0.6648 NPC201424
Remote Similarity 0.6648 NPC93653
Remote Similarity 0.6634 NPC475448
Remote Similarity 0.6634 NPC246983
Remote Similarity 0.6633 NPC100863
Remote Similarity 0.6633 NPC112752
Remote Similarity 0.6633 NPC311054
Remote Similarity 0.6631 NPC96901
Remote Similarity 0.6627 NPC122235
Remote Similarity 0.6627 NPC150863
Remote Similarity 0.6618 NPC477999
Remote Similarity 0.6615 NPC473298
Remote Similarity 0.6612 NPC35510
Remote Similarity 0.6612 NPC199737
Remote Similarity 0.6612 NPC253667
Remote Similarity 0.6612 NPC286871
Remote Similarity 0.6606 NPC250476
Remote Similarity 0.66 NPC90358
Remote Similarity 0.66 NPC107828
Remote Similarity 0.6596 NPC470548
Remote Similarity 0.6595 NPC214960
Remote Similarity 0.6595 NPC279527
Remote Similarity 0.6591 NPC478039
Remote Similarity 0.6575 NPC29285
Remote Similarity 0.6571 NPC15384
Remote Similarity 0.6571 NPC244425
Remote Similarity 0.6571 NPC471197
Remote Similarity 0.6571 NPC314186
Remote Similarity 0.6569 NPC477161
Remote Similarity 0.6566 NPC230313
Remote Similarity 0.6562 NPC159963
Remote Similarity 0.6561 NPC84347
Remote Similarity 0.6557 NPC474058
Remote Similarity 0.6555 NPC477979
Remote Similarity 0.6548 NPC231382
Remote Similarity 0.6543 NPC73280
Remote Similarity 0.6543 NPC177261
Remote Similarity 0.6543 NPC139085
Remote Similarity 0.6543 NPC251212
Remote Similarity 0.6543 NPC150323
Remote Similarity 0.6543 NPC214626
Remote Similarity 0.654 NPC471198
Remote Similarity 0.6535 NPC471944
Remote Similarity 0.6535 NPC176371
Remote Similarity 0.6535 NPC136573
Remote Similarity 0.6529 NPC474473
Remote Similarity 0.652 NPC87714
Remote Similarity 0.6519 NPC57051
Remote Similarity 0.6513 NPC14994
Remote Similarity 0.6513 NPC473815
Remote Similarity 0.6497 NPC25401
Remote Similarity 0.6495 NPC52262
Remote Similarity 0.6492 NPC474041
Remote Similarity 0.6489 NPC474814
Remote Similarity 0.6489 NPC112336
Remote Similarity 0.6486 NPC292143
Remote Similarity 0.6486 NPC139506
Remote Similarity 0.6482 NPC243626
Remote Similarity 0.6474 NPC475607
Remote Similarity 0.6471 NPC473484
Remote Similarity 0.6458 NPC85613
Remote Similarity 0.6458 NPC283810
Remote Similarity 0.6456 NPC478075
Remote Similarity 0.645 NPC470023
Remote Similarity 0.6446 NPC205946
Remote Similarity 0.644 NPC14849
Remote Similarity 0.644 NPC474081
Remote Similarity 0.644 NPC260075
Remote Similarity 0.644 NPC285941
Remote Similarity 0.6435 NPC115588
Remote Similarity 0.6433 NPC266425
Remote Similarity 0.6429 NPC181928
Remote Similarity 0.6429 NPC161827
Remote Similarity 0.6429 NPC21425
Remote Similarity 0.6425 NPC39679
Remote Similarity 0.6421 NPC475594
Remote Similarity 0.6417 NPC471652
Remote Similarity 0.6417 NPC472114
Remote Similarity 0.6417 NPC472115
Remote Similarity 0.6413 NPC243673
Remote Similarity 0.6413 NPC471122
Remote Similarity 0.6413 NPC63210
Remote Similarity 0.6413 NPC310403
Remote Similarity 0.6413 NPC263709
Remote Similarity 0.6413 NPC97380
Remote Similarity 0.6413 NPC148468
Remote Similarity 0.6408 NPC300156
Remote Similarity 0.6407 NPC314278
Remote Similarity 0.6406 NPC182057
Remote Similarity 0.6406 NPC475094
Remote Similarity 0.6406 NPC131450
Remote Similarity 0.6406 NPC147298
Remote Similarity 0.6402 NPC126676
Remote Similarity 0.6402 NPC469671
Remote Similarity 0.6396 NPC154922
Remote Similarity 0.6392 NPC477159
Remote Similarity 0.6389 NPC144691
Remote Similarity 0.6382 NPC473004
Remote Similarity 0.6379 NPC83214
Remote Similarity 0.6377 NPC243850
Remote Similarity 0.6377 NPC4687
Remote Similarity 0.6372 NPC280799
Remote Similarity 0.6368 NPC191310
Remote Similarity 0.6364 NPC299582
Remote Similarity 0.6364 NPC473008
Remote Similarity 0.6364 NPC471130
Remote Similarity 0.6364 NPC22689
Remote Similarity 0.6364 NPC45389
Remote Similarity 0.6364 NPC25961
Remote Similarity 0.6364 NPC105055
Remote Similarity 0.6359 NPC113946
Remote Similarity 0.6359 NPC475147
Remote Similarity 0.6358 NPC228318

Drug Structure

External Identifiers

TTD   DCL000852
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   9804992
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  421.20
ALogP  -0.4373
MLogP  3.33
XLogP  5.341
HDA  5
HBD  3
Rotatable Bonds  14
TPSA  90.9
RO5 Violation  2