NPASS drugs

Drug Information

Drug ID:	NPD4174
Drug Name:
Molecular Formula:	C20H28N2O4
Canonical SMILES:	CCC(C(=O)C(=O)N1CCC[C@H]1C(=O)OCCCc1cccnc1)(C)C
Standard InCHI:	InChI=1S/C20H28N2O4/c1-4-20(2,3)17(23)18(24)22-12-6-10-16(22)19(25)26-13-7-9-15-8-5-11-21-14-15/h5,8,11,14,16H,4,6-7,9-10,12-13H2,1-3H3/t16-/m0/s1
Standard InCHIKey:	OQAHHWOPVDDWHD-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4174

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	175
0.1-0.2	1233
0.2-0.3	8690
0.3-0.4	14968
0.4-0.5	2624
0.5-0.6	1980
0.6-0.7	1116
0.7-0.8	104
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	0.7949	NPC65408
Intermediate Similarity	0.7811	NPC477975
Intermediate Similarity	0.7778	NPC117244
Intermediate Similarity	0.7778	NPC473763
Intermediate Similarity	0.7714	NPC248462
Intermediate Similarity	0.7657	NPC145885
Intermediate Similarity	0.7657	NPC84827
Intermediate Similarity	0.7657	NPC14113
Intermediate Similarity	0.7592	NPC478158
Intermediate Similarity	0.7551	NPC281049
Intermediate Similarity	0.7543	NPC469938
Intermediate Similarity	0.7487	NPC103361
Intermediate Similarity	0.7486	NPC143533
Intermediate Similarity	0.7459	NPC135950
Intermediate Similarity	0.7459	NPC235684
Intermediate Similarity	0.7458	NPC64436
Intermediate Similarity	0.7436	NPC54744
Intermediate Similarity	0.7416	NPC248041
Intermediate Similarity	0.7416	NPC283219
Intermediate Similarity	0.7416	NPC126709
Intermediate Similarity	0.741	NPC477974
Intermediate Similarity	0.7398	NPC478157
Intermediate Similarity	0.7396	NPC316403
Intermediate Similarity	0.7386	NPC477976
Intermediate Similarity	0.7363	NPC64216
Intermediate Similarity	0.7337	NPC315804
Intermediate Similarity	0.7337	NPC313804
Intermediate Similarity	0.732	NPC265605
Intermediate Similarity	0.732	NPC48564
Intermediate Similarity	0.732	NPC182570
Intermediate Similarity	0.7303	NPC267885
Intermediate Similarity	0.7302	NPC123395
Intermediate Similarity	0.7283	NPC213629
Intermediate Similarity	0.7283	NPC182814
Intermediate Similarity	0.7278	NPC472260
Intermediate Similarity	0.7278	NPC469896
Intermediate Similarity	0.7273	NPC289299
Intermediate Similarity	0.7273	NPC57994
Intermediate Similarity	0.7268	NPC94752
Intermediate Similarity	0.7261	NPC471311
Intermediate Similarity	0.7261	NPC471313
Intermediate Similarity	0.7253	NPC46895
Intermediate Similarity	0.725	NPC322488
Intermediate Similarity	0.7249	NPC171317
Intermediate Similarity	0.7247	NPC149155
Intermediate Similarity	0.7247	NPC203468
Intermediate Similarity	0.7247	NPC110500
Intermediate Similarity	0.7235	NPC107287
Intermediate Similarity	0.7235	NPC312860
Intermediate Similarity	0.7234	NPC472116
Intermediate Similarity	0.7222	NPC29702
Intermediate Similarity	0.7211	NPC293917
Intermediate Similarity	0.7209	NPC129721
Intermediate Similarity	0.7204	NPC127647
Intermediate Similarity	0.7202	NPC473376
Intermediate Similarity	0.7193	NPC263455
Intermediate Similarity	0.7188	NPC324611
Intermediate Similarity	0.7188	NPC476874
Intermediate Similarity	0.7184	NPC71079
Intermediate Similarity	0.7171	NPC186351
Intermediate Similarity	0.7165	NPC277350
Intermediate Similarity	0.7159	NPC41717
Intermediate Similarity	0.7158	NPC228835
Intermediate Similarity	0.7158	NPC149708
Intermediate Similarity	0.7158	NPC472119
Intermediate Similarity	0.7143	NPC474217
Intermediate Similarity	0.7135	NPC472323
Intermediate Similarity	0.7135	NPC475506
Intermediate Similarity	0.7135	NPC17059
Intermediate Similarity	0.7126	NPC471323
Intermediate Similarity	0.712	NPC318020
Intermediate Similarity	0.7102	NPC85918
Intermediate Similarity	0.7098	NPC155143
Intermediate Similarity	0.7093	NPC209362
Intermediate Similarity	0.709	NPC20593
Intermediate Similarity	0.7088	NPC317010
Intermediate Similarity	0.7088	NPC61011
Intermediate Similarity	0.7068	NPC473640
Intermediate Similarity	0.7065	NPC207851
Intermediate Similarity	0.7062	NPC127730
Intermediate Similarity	0.7062	NPC278366
Intermediate Similarity	0.7056	NPC162860
Intermediate Similarity	0.7049	NPC71037
Intermediate Similarity	0.7045	NPC476446
Intermediate Similarity	0.7045	NPC469813
Intermediate Similarity	0.7045	NPC78375
Intermediate Similarity	0.7041	NPC54420
Intermediate Similarity	0.7037	NPC103230
Intermediate Similarity	0.7035	NPC75634
Intermediate Similarity	0.7033	NPC11126
Intermediate Similarity	0.7031	NPC474767
Intermediate Similarity	0.7031	NPC50997
Intermediate Similarity	0.7031	NPC160127
Intermediate Similarity	0.7031	NPC100321
Intermediate Similarity	0.7024	NPC159630
Intermediate Similarity	0.7024	NPC230085
Intermediate Similarity	0.7022	NPC78020
Intermediate Similarity	0.7016	NPC262898
Intermediate Similarity	0.7011	NPC159125
Intermediate Similarity	0.7011	NPC325093
Intermediate Similarity	0.7011	NPC213914
Intermediate Similarity	0.7005	NPC321708
Intermediate Similarity	0.7	NPC105811
Intermediate Similarity	0.7	NPC112741
Remote Similarity	0.6995	NPC15840
Remote Similarity	0.6982	NPC467188
Remote Similarity	0.6978	NPC83774
Remote Similarity	0.6978	NPC234987
Remote Similarity	0.6973	NPC165495
Remote Similarity	0.6973	NPC258480
Remote Similarity	0.697	NPC107077
Remote Similarity	0.697	NPC223791
Remote Similarity	0.6968	NPC469489
Remote Similarity	0.6963	NPC179701
Remote Similarity	0.6962	NPC27740
Remote Similarity	0.6952	NPC328798
Remote Similarity	0.6948	NPC240136
Remote Similarity	0.6948	NPC297486
Remote Similarity	0.6948	NPC471402
Remote Similarity	0.6947	NPC472210
Remote Similarity	0.6947	NPC269886
Remote Similarity	0.6947	NPC472295
Remote Similarity	0.6947	NPC81802
Remote Similarity	0.6947	NPC247735
Remote Similarity	0.6944	NPC273532
Remote Similarity	0.6944	NPC249614
Remote Similarity	0.694	NPC213468
Remote Similarity	0.694	NPC219336
Remote Similarity	0.694	NPC55772
Remote Similarity	0.6939	NPC289086
Remote Similarity	0.6935	NPC472107
Remote Similarity	0.6935	NPC79062
Remote Similarity	0.6935	NPC62510
Remote Similarity	0.6932	NPC255229
Remote Similarity	0.6932	NPC81229
Remote Similarity	0.6931	NPC472097
Remote Similarity	0.6927	NPC469736
Remote Similarity	0.6923	NPC193761
Remote Similarity	0.6919	NPC469358
Remote Similarity	0.6919	NPC472104
Remote Similarity	0.6919	NPC473878
Remote Similarity	0.6915	NPC229348
Remote Similarity	0.6914	NPC138018
Remote Similarity	0.6909	NPC328029
Remote Similarity	0.6907	NPC214428
Remote Similarity	0.6904	NPC238457
Remote Similarity	0.6902	NPC73994
Remote Similarity	0.69	NPC320968
Remote Similarity	0.6899	NPC290094
Remote Similarity	0.6898	NPC66210
Remote Similarity	0.6898	NPC478077
Remote Similarity	0.6895	NPC55493
Remote Similarity	0.6894	NPC89490
Remote Similarity	0.6885	NPC15573
Remote Similarity	0.6885	NPC211997
Remote Similarity	0.6885	NPC14325
Remote Similarity	0.6885	NPC217372
Remote Similarity	0.6885	NPC28848
Remote Similarity	0.6885	NPC183662
Remote Similarity	0.6884	NPC472070
Remote Similarity	0.6884	NPC472752
Remote Similarity	0.6881	NPC313640
Remote Similarity	0.6879	NPC217021
Remote Similarity	0.6879	NPC70406
Remote Similarity	0.6879	NPC470679
Remote Similarity	0.6878	NPC329858
Remote Similarity	0.6878	NPC314333
Remote Similarity	0.6875	NPC24370
Remote Similarity	0.6875	NPC109922
Remote Similarity	0.6875	NPC319232
Remote Similarity	0.6872	NPC160105
Remote Similarity	0.6872	NPC300183
Remote Similarity	0.6872	NPC114637
Remote Similarity	0.6872	NPC89987
Remote Similarity	0.6868	NPC469529
Remote Similarity	0.6867	NPC472288
Remote Similarity	0.6867	NPC471312
Remote Similarity	0.6866	NPC318299
Remote Similarity	0.6866	NPC118940
Remote Similarity	0.6854	NPC311276
Remote Similarity	0.6852	NPC475090
Remote Similarity	0.6852	NPC475105
Remote Similarity	0.6852	NPC329896
Remote Similarity	0.6848	NPC12649
Remote Similarity	0.6839	NPC251391
Remote Similarity	0.6837	NPC57398
Remote Similarity	0.6834	NPC470190
Remote Similarity	0.6832	NPC317752
Remote Similarity	0.6832	NPC472291
Remote Similarity	0.6831	NPC134586
Remote Similarity	0.6828	NPC327373
Remote Similarity	0.6828	NPC322043
Remote Similarity	0.6825	NPC111602
Remote Similarity	0.6825	NPC102338
Remote Similarity	0.6825	NPC196251
Remote Similarity	0.6825	NPC175474
Remote Similarity	0.6825	NPC209917
Remote Similarity	0.6825	NPC63199
Remote Similarity	0.6821	NPC27802
Remote Similarity	0.6821	NPC470497

Drug Structure

NPD4174 OpenBabel08211704332D 26 27 0 0 1 0 0 0 0 0999 V2000 -2.1100 -1.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0850 -2.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1068 -2.9074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5352 -1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4158 -1.9563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 2.4945 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 1.2784 -2.3164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 -0.3601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 8 2 0 0 0 0 5 11 1 0 0 0 0 6 10 1 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 15 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 21 2 0 0 0 0 12 22 1 0 0 0 0 13 26 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 16 19 1 1 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 17 23 2 0 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002704
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	445501
ChEBI
CAS Number

Drug Properties

Molecular Weight	360.20
ALogP	-0.7041
MLogP	3
XLogP	2.729
HDA	6
HBD	0
Rotatable Bonds	13
TPSA	76.57
RO5 Violation	0