NPASS drugs

Drug Information

Drug ID:	NPD5727
Drug Name:
Molecular Formula:	C23H32N4O4
Canonical SMILES:	OC(=O)C[C@@H]1Nc2ccc(cc2CN(C1=O)C)C(=O)N1CCC(CC1)C1CCNCC1
Standard InCHI:	InChI=1S/C23H32N4O4/c1-26-14-18-12-17(2-3-19(18)25-20(23(26)31)13-21(28)29)22(30)27-10-6-16(7-11-27)15-4-8-24-9-5-15/h2-3,12,15-16,20,24-25H,4-11,13-14H2,1H3,(H,28,29)/t20-/m0/s1
Standard InCHIKey:	PYZOVVQJTLOHDG-FQEVSTJZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5727

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	189
0.1-0.2	1379
0.2-0.3	7137
0.3-0.4	15042
0.4-0.5	4808
0.5-0.6	1931
0.6-0.7	380
0.7-0.8	24
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	0.7627	NPC14849
Intermediate Similarity	0.7547	NPC162417
Intermediate Similarity	0.7547	NPC316104
Intermediate Similarity	0.7514	NPC328611
Intermediate Similarity	0.7486	NPC182057
Intermediate Similarity	0.7486	NPC147298
Intermediate Similarity	0.7486	NPC131450
Intermediate Similarity	0.7443	NPC472118
Intermediate Similarity	0.7436	NPC322433
Intermediate Similarity	0.7318	NPC248862
Intermediate Similarity	0.7268	NPC470317
Intermediate Similarity	0.7219	NPC313293
Intermediate Similarity	0.7216	NPC189116
Intermediate Similarity	0.7135	NPC471742
Intermediate Similarity	0.7059	NPC478039
Intermediate Similarity	0.7045	NPC36495
Intermediate Similarity	0.7039	NPC214960
Intermediate Similarity	0.7039	NPC279527
Intermediate Similarity	0.7035	NPC473329
Intermediate Similarity	0.7022	NPC113056
Intermediate Similarity	0.7022	NPC138293
Intermediate Similarity	0.7017	NPC292265
Intermediate Similarity	0.7006	NPC309531
Intermediate Similarity	0.7006	NPC472102
Remote Similarity	0.6989	NPC222029
Remote Similarity	0.6964	NPC471164
Remote Similarity	0.6964	NPC43477
Remote Similarity	0.6949	NPC154478
Remote Similarity	0.6937	NPC470343
Remote Similarity	0.6937	NPC472244
Remote Similarity	0.6932	NPC84317
Remote Similarity	0.691	NPC474058
Remote Similarity	0.6897	NPC314223
Remote Similarity	0.6864	NPC470301
Remote Similarity	0.6854	NPC276085
Remote Similarity	0.6851	NPC182131
Remote Similarity	0.6821	NPC472541
Remote Similarity	0.6821	NPC472542
Remote Similarity	0.6816	NPC248117
Remote Similarity	0.6807	NPC253476
Remote Similarity	0.68	NPC154602
Remote Similarity	0.6798	NPC113946
Remote Similarity	0.6798	NPC61013
Remote Similarity	0.6793	NPC242269
Remote Similarity	0.6778	NPC99632
Remote Similarity	0.6778	NPC282339
Remote Similarity	0.6778	NPC472120
Remote Similarity	0.6778	NPC472101
Remote Similarity	0.6769	NPC470787
Remote Similarity	0.6769	NPC472539
Remote Similarity	0.6769	NPC472540
Remote Similarity	0.6768	NPC314431
Remote Similarity	0.6768	NPC472245
Remote Similarity	0.676	NPC193410
Remote Similarity	0.6758	NPC472115
Remote Similarity	0.6758	NPC472114
Remote Similarity	0.6746	NPC469560
Remote Similarity	0.6739	NPC318183
Remote Similarity	0.6738	NPC475094
Remote Similarity	0.6737	NPC133003
Remote Similarity	0.6723	NPC478076
Remote Similarity	0.6722	NPC225319
Remote Similarity	0.672	NPC477159
Remote Similarity	0.6719	NPC284706
Remote Similarity	0.6706	NPC130251
Remote Similarity	0.6706	NPC242933
Remote Similarity	0.6705	NPC66936
Remote Similarity	0.6704	NPC104345
Remote Similarity	0.6703	NPC177261
Remote Similarity	0.6703	NPC472106
Remote Similarity	0.6685	NPC176983
Remote Similarity	0.6685	NPC469741
Remote Similarity	0.6667	NPC226143
Remote Similarity	0.6649	NPC99043
Remote Similarity	0.6649	NPC218594
Remote Similarity	0.6647	NPC83214
Remote Similarity	0.6647	NPC314186
Remote Similarity	0.6646	NPC72473
Remote Similarity	0.6646	NPC307437
Remote Similarity	0.6646	NPC58827
Remote Similarity	0.663	NPC223595
Remote Similarity	0.663	NPC167724
Remote Similarity	0.663	NPC224970
Remote Similarity	0.663	NPC63047
Remote Similarity	0.663	NPC475248
Remote Similarity	0.6628	NPC472241
Remote Similarity	0.6627	NPC471123
Remote Similarity	0.6611	NPC123241
Remote Similarity	0.6609	NPC472242
Remote Similarity	0.6606	NPC150863
Remote Similarity	0.6605	NPC254698
Remote Similarity	0.6598	NPC473298
Remote Similarity	0.6593	NPC293458
Remote Similarity	0.6593	NPC472117
Remote Similarity	0.6591	NPC109787
Remote Similarity	0.6588	NPC287358
Remote Similarity	0.6584	NPC103292
Remote Similarity	0.6578	NPC470548
Remote Similarity	0.6573	NPC117032
Remote Similarity	0.6573	NPC285381
Remote Similarity	0.657	NPC2823
Remote Similarity	0.6569	NPC285192
Remote Similarity	0.6566	NPC280807
Remote Similarity	0.6566	NPC194562
Remote Similarity	0.6564	NPC192533
Remote Similarity	0.6556	NPC29285
Remote Similarity	0.6546	NPC316405
Remote Similarity	0.6543	NPC203202
Remote Similarity	0.6543	NPC268534
Remote Similarity	0.6543	NPC476441
Remote Similarity	0.6543	NPC471743
Remote Similarity	0.6543	NPC264482
Remote Similarity	0.6538	NPC27904
Remote Similarity	0.6527	NPC314098
Remote Similarity	0.6526	NPC286994
Remote Similarity	0.6524	NPC285622
Remote Similarity	0.6524	NPC161861
Remote Similarity	0.6522	NPC112373
Remote Similarity	0.6522	NPC279385
Remote Similarity	0.6522	NPC258531
Remote Similarity	0.6522	NPC179605
Remote Similarity	0.6522	NPC161956
Remote Similarity	0.652	NPC472538
Remote Similarity	0.6517	NPC243756
Remote Similarity	0.6513	NPC128582
Remote Similarity	0.6512	NPC472243
Remote Similarity	0.6512	NPC315051
Remote Similarity	0.651	NPC97584
Remote Similarity	0.6507	NPC147983
Remote Similarity	0.6507	NPC177996
Remote Similarity	0.6503	NPC286871
Remote Similarity	0.6495	NPC14994
Remote Similarity	0.6491	NPC122553
Remote Similarity	0.649	NPC471741
Remote Similarity	0.6486	NPC278887
Remote Similarity	0.6474	NPC6974
Remote Similarity	0.6474	NPC301760
Remote Similarity	0.6474	NPC316202
Remote Similarity	0.6471	NPC225400
Remote Similarity	0.6471	NPC477173
Remote Similarity	0.6471	NPC173295
Remote Similarity	0.646	NPC291962
Remote Similarity	0.646	NPC177684
Remote Similarity	0.6458	NPC470205
Remote Similarity	0.6445	NPC248601
Remote Similarity	0.644	NPC11149
Remote Similarity	0.6439	NPC470786
Remote Similarity	0.6439	NPC471155
Remote Similarity	0.6439	NPC478075
Remote Similarity	0.6439	NPC470488
Remote Similarity	0.6436	NPC471944
Remote Similarity	0.6436	NPC476425
Remote Similarity	0.6432	NPC471124
Remote Similarity	0.6432	NPC471130
Remote Similarity	0.6429	NPC126458
Remote Similarity	0.6429	NPC324091
Remote Similarity	0.6418	NPC106118
Remote Similarity	0.6408	NPC270241
Remote Similarity	0.6407	NPC209389
Remote Similarity	0.6406	NPC475962
Remote Similarity	0.6402	NPC329338
Remote Similarity	0.6402	NPC469726
Remote Similarity	0.64	NPC469537
Remote Similarity	0.64	NPC90967
Remote Similarity	0.6398	NPC471197
Remote Similarity	0.6393	NPC471122
Remote Similarity	0.6392	NPC57051
Remote Similarity	0.6383	NPC355
Remote Similarity	0.638	NPC257490
Remote Similarity	0.638	NPC475915
Remote Similarity	0.6378	NPC328270
Remote Similarity	0.6373	NPC159963
Remote Similarity	0.6373	NPC314659
Remote Similarity	0.6368	NPC471198
Remote Similarity	0.6359	NPC315368
Remote Similarity	0.6359	NPC17273
Remote Similarity	0.6359	NPC87391
Remote Similarity	0.6359	NPC135601
Remote Similarity	0.6359	NPC141612
Remote Similarity	0.6359	NPC201424
Remote Similarity	0.6359	NPC68650
Remote Similarity	0.635	NPC79356
Remote Similarity	0.635	NPC102592
Remote Similarity	0.6349	NPC251212
Remote Similarity	0.6349	NPC96901
Remote Similarity	0.6349	NPC214626
Remote Similarity	0.6349	NPC139085
Remote Similarity	0.6345	NPC329858
Remote Similarity	0.6344	NPC470069
Remote Similarity	0.6344	NPC52059
Remote Similarity	0.6341	NPC470489
Remote Similarity	0.6341	NPC39818
Remote Similarity	0.6339	NPC153694
Remote Similarity	0.6339	NPC211525
Remote Similarity	0.6337	NPC293917
Remote Similarity	0.6335	NPC186669
Remote Similarity	0.6329	NPC471945
Remote Similarity	0.6329	NPC471950
Remote Similarity	0.6327	NPC181928
Remote Similarity	0.6327	NPC472323

Drug Structure

NPD5727 OpenBabel08211708292D 34 37 0 0 1 0 0 0 0 0999 V2000 -0.6235 0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6850 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8189 -2.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0869 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9529 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5510 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6850 -3.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2209 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0869 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6235 -2.5838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8189 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9529 -1.4010 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4888 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.8019 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6123 -2.4347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3548 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4339 -0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5510 -2.9010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 -2.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2209 -0.4010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9777 -1.5039 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2358 -3.2166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3548 1.0990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4339 -0.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4170 -3.4010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1974 -2.9994 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2246 -3.0675 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 17 1 0 0 0 0 3 19 1 0 0 0 0 4 8 1 0 0 0 0 4 15 1 0 0 0 0 5 9 1 0 0 0 0 5 15 1 0 0 0 0 6 10 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 16 1 0 0 0 0 8 24 1 0 0 0 0 9 24 1 0 0 0 0 10 27 1 0 0 0 0 11 27 1 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 14 26 1 0 0 0 0 15 16 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 0 0 0 0 19 25 1 0 0 0 0 20 13 1 1 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 27 1 0 0 0 0 22 30 2 0 0 0 0 23 26 1 0 0 0 0 23 31 2 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004308
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	80274
ChEBI
CAS Number

Drug Properties

Molecular Weight	428.24
ALogP	-4.0764
MLogP	3.11
XLogP	1.709
HDA	8
HBD	3
Rotatable Bonds	7
TPSA	101.98
RO5 Violation	0