NPASS drugs

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.

Range	Similarity Score Range
0-0.1	200
0.1-0.2	1004
0.2-0.3	3793
0.3-0.4	8779
0.4-0.5	11073
0.5-0.6	5436
0.6-0.7	585
0.7-0.8	20
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD5919 OpenBabel08211708292D 34 36 0 0 0 0 0 0 0 0999 V2000 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 5 7 2 0 0 0 0 5 17 1 0 0 0 0 6 8 2 0 0 0 0 6 18 1 0 0 0 0 7 21 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 19 2 0 0 0 0 10 12 2 0 0 0 0 10 19 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 31 1 0 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 23 28 2 0 0 0 0 24 25 1 0 0 0 0 24 29 2 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 26 30 1 0 0 0 0 26 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

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