NPASS drugs

Drug Information

Drug ID:	NPD4185
Drug Name:
Molecular Formula:	C20H28N4O6
Canonical SMILES:	CCOC(=O)COC1CCN(CC1)C(=O)[C@@H](NC(=O)c1ccc(cc1)C(=NO)N)C
Standard InCHI:	InChI=1S/C20H28N4O6/c1-3-29-17(25)12-30-16-8-10-24(11-9-16)20(27)13(2)22-19(26)15-6-4-14(5-7-15)18(21)23-28/h4-7,13,16,28H,3,8-12H2,1-2H3,(H2,21,23)(H,22,26)/t13-/m0/s1
Standard InCHIKey:	WBNUCLPUOSXSNJ-ZDUSSCGKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4185

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	112
0.1-0.2	948
0.2-0.3	4759
0.3-0.4	13151
0.4-0.5	9984
0.5-0.6	1740
0.6-0.7	195
0.7-0.8	1
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	0.7007	NPC27833
Remote Similarity	0.6943	NPC178662
Remote Similarity	0.6943	NPC476133
Remote Similarity	0.6943	NPC470884
Remote Similarity	0.6943	NPC92784
Remote Similarity	0.6943	NPC98424
Remote Similarity	0.6914	NPC471820
Remote Similarity	0.6914	NPC471821
Remote Similarity	0.6899	NPC46098
Remote Similarity	0.6899	NPC307357
Remote Similarity	0.6899	NPC268841
Remote Similarity	0.6879	NPC68865
Remote Similarity	0.6855	NPC263493
Remote Similarity	0.6855	NPC269398
Remote Similarity	0.6832	NPC477217
Remote Similarity	0.6832	NPC201244
Remote Similarity	0.6832	NPC209509
Remote Similarity	0.6813	NPC139326
Remote Similarity	0.6748	NPC135121
Remote Similarity	0.6746	NPC1390
Remote Similarity	0.6746	NPC62104
Remote Similarity	0.673	NPC132636
Remote Similarity	0.6686	NPC297145
Remote Similarity	0.6686	NPC197743
Remote Similarity	0.6667	NPC471265
Remote Similarity	0.6667	NPC43755
Remote Similarity	0.6667	NPC471264
Remote Similarity	0.6626	NPC5620
Remote Similarity	0.6623	NPC322433
Remote Similarity	0.6623	NPC136453
Remote Similarity	0.6606	NPC105717
Remote Similarity	0.6605	NPC197682
Remote Similarity	0.659	NPC210377
Remote Similarity	0.659	NPC5719
Remote Similarity	0.659	NPC22883
Remote Similarity	0.659	NPC217804
Remote Similarity	0.6585	NPC262077
Remote Similarity	0.6584	NPC163392
Remote Similarity	0.6584	NPC239762
Remote Similarity	0.6581	NPC152850
Remote Similarity	0.6581	NPC89923
Remote Similarity	0.6581	NPC71933
Remote Similarity	0.6581	NPC239990
Remote Similarity	0.6581	NPC105114
Remote Similarity	0.6564	NPC52748
Remote Similarity	0.6562	NPC127741
Remote Similarity	0.6552	NPC15068
Remote Similarity	0.6549	NPC473418
Remote Similarity	0.6548	NPC473341
Remote Similarity	0.6545	NPC145113
Remote Similarity	0.6543	NPC168113
Remote Similarity	0.6536	NPC14849
Remote Similarity	0.6524	NPC315266
Remote Similarity	0.6514	NPC63040
Remote Similarity	0.6512	NPC469901
Remote Similarity	0.6512	NPC471527
Remote Similarity	0.651	NPC239357
Remote Similarity	0.6506	NPC240848
Remote Similarity	0.6503	NPC161069
Remote Similarity	0.6503	NPC176226
Remote Similarity	0.65	NPC182057
Remote Similarity	0.65	NPC147298
Remote Similarity	0.65	NPC131450
Remote Similarity	0.6494	NPC138293
Remote Similarity	0.6494	NPC113056
Remote Similarity	0.6494	NPC189116
Remote Similarity	0.6488	NPC162104
Remote Similarity	0.6467	NPC129666
Remote Similarity	0.6456	NPC126458
Remote Similarity	0.6456	NPC157311
Remote Similarity	0.645	NPC286551
Remote Similarity	0.6446	NPC329761
Remote Similarity	0.6446	NPC225648
Remote Similarity	0.6438	NPC474473
Remote Similarity	0.6438	NPC248283
Remote Similarity	0.6425	NPC328611
Remote Similarity	0.6416	NPC154478
Remote Similarity	0.6415	NPC44805
Remote Similarity	0.6415	NPC8761
Remote Similarity	0.6405	NPC71684
Remote Similarity	0.6395	NPC84317
Remote Similarity	0.6387	NPC22746
Remote Similarity	0.6369	NPC2501
Remote Similarity	0.6364	NPC26285
Remote Similarity	0.6353	NPC122590
Remote Similarity	0.6347	NPC311658
Remote Similarity	0.6347	NPC138775
Remote Similarity	0.6343	NPC471051
Remote Similarity	0.6343	NPC471052
Remote Similarity	0.6343	NPC471053
Remote Similarity	0.6329	NPC165726
Remote Similarity	0.6329	NPC213969
Remote Similarity	0.6323	NPC35996
Remote Similarity	0.6306	NPC65310
Remote Similarity	0.6306	NPC477937
Remote Similarity	0.6294	NPC300443
Remote Similarity	0.6292	NPC66490
Remote Similarity	0.6289	NPC179224
Remote Similarity	0.6287	NPC314114
Remote Similarity	0.6286	NPC73644
Remote Similarity	0.6286	NPC73655
Remote Similarity	0.6282	NPC222466
Remote Similarity	0.628	NPC476259
Remote Similarity	0.6279	NPC469903
Remote Similarity	0.6278	NPC285622
Remote Similarity	0.6265	NPC476978
Remote Similarity	0.6243	NPC248862
Remote Similarity	0.6242	NPC101719
Remote Similarity	0.6242	NPC469426
Remote Similarity	0.6242	NPC469427
Remote Similarity	0.6235	NPC475168
Remote Similarity	0.6235	NPC7817
Remote Similarity	0.6235	NPC316104
Remote Similarity	0.6235	NPC162417
Remote Similarity	0.6218	NPC175726
Remote Similarity	0.6218	NPC474082
Remote Similarity	0.6213	NPC324445
Remote Similarity	0.6209	NPC314992
Remote Similarity	0.6207	NPC167336
Remote Similarity	0.6171	NPC24617
Remote Similarity	0.6168	NPC314388
Remote Similarity	0.6168	NPC315283
Remote Similarity	0.6164	NPC319766
Remote Similarity	0.6163	NPC314223
Remote Similarity	0.6144	NPC169328
Remote Similarity	0.6144	NPC470545
Remote Similarity	0.6141	NPC475094
Remote Similarity	0.6139	NPC79698
Remote Similarity	0.6139	NPC474847
Remote Similarity	0.6136	NPC114806
Remote Similarity	0.6136	NPC469243
Remote Similarity	0.6136	NPC469902
Remote Similarity	0.6133	NPC474584
Remote Similarity	0.6131	NPC316008
Remote Similarity	0.6131	NPC313867
Remote Similarity	0.6129	NPC200964
Remote Similarity	0.6129	NPC302169
Remote Similarity	0.6127	NPC470902
Remote Similarity	0.6127	NPC117032
Remote Similarity	0.6125	NPC111428
Remote Similarity	0.612	NPC469900
Remote Similarity	0.6118	NPC197470
Remote Similarity	0.6114	NPC324850
Remote Similarity	0.6111	NPC473000
Remote Similarity	0.6108	NPC2823
Remote Similarity	0.6105	NPC61332
Remote Similarity	0.6105	NPC240130
Remote Similarity	0.6104	NPC237420
Remote Similarity	0.6104	NPC470546
Remote Similarity	0.6104	NPC220698
Remote Similarity	0.6104	NPC310467
Remote Similarity	0.6098	NPC314835
Remote Similarity	0.6095	NPC314358
Remote Similarity	0.6092	NPC473580
Remote Similarity	0.6085	NPC94862
Remote Similarity	0.6084	NPC238412
Remote Similarity	0.608	NPC469898
Remote Similarity	0.6078	NPC470544
Remote Similarity	0.6078	NPC2265
Remote Similarity	0.6077	NPC46009
Remote Similarity	0.6075	NPC473404
Remote Similarity	0.6071	NPC246757
Remote Similarity	0.6071	NPC291070
Remote Similarity	0.6066	NPC477462
Remote Similarity	0.6064	NPC235194
Remote Similarity	0.6059	NPC472242
Remote Similarity	0.6053	NPC113099
Remote Similarity	0.6051	NPC291027
Remote Similarity	0.6051	NPC169485
Remote Similarity	0.6051	NPC213126
Remote Similarity	0.6051	NPC84281
Remote Similarity	0.6051	NPC317474
Remote Similarity	0.6045	NPC475544
Remote Similarity	0.6034	NPC63931
Remote Similarity	0.6034	NPC223207
Remote Similarity	0.6034	NPC473002
Remote Similarity	0.6025	NPC473322
Remote Similarity	0.6025	NPC469666
Remote Similarity	0.6024	NPC281104
Remote Similarity	0.6024	NPC77992
Remote Similarity	0.6024	NPC287358
Remote Similarity	0.6019	NPC471197
Remote Similarity	0.6014	NPC55529
Remote Similarity	0.6013	NPC6975
Remote Similarity	0.6012	NPC77905
Remote Similarity	0.6012	NPC207428
Remote Similarity	0.6012	NPC471164
Remote Similarity	0.6012	NPC246079
Remote Similarity	0.6012	NPC468984
Remote Similarity	0.6012	NPC473329
Remote Similarity	0.6011	NPC306804
Remote Similarity	0.601	NPC302715
Remote Similarity	0.6	NPC290755
Remote Similarity	0.6	NPC319579
Remote Similarity	0.6	NPC304074
Remote Similarity	0.6	NPC471771
Remote Similarity	0.599	NPC471198
Remote Similarity	0.5989	NPC475204
Remote Similarity	0.5989	NPC475123
Remote Similarity	0.5989	NPC196091

Drug Structure

NPD4185 OpenBabel08211704332D 34 35 0 0 1 0 0 0 0 0999 V2000 5.1962 4.0000 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 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 -2.5981 1.5000 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 1.7321 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 3 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 -3.4641 4.0000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 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 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 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 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 29 1 0 0 0 0 4 6 1 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 24 1 0 0 0 0 11 24 1 0 0 0 0 12 17 1 0 0 0 0 12 30 1 0 0 0 0 13 2 1 1 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 30 1 0 0 0 0 17 25 2 0 0 0 0 17 29 1 0 0 0 0 18 21 1 0 0 0 0 18 23 2 3 0 0 0 19 22 1 0 0 0 0 19 26 2 0 0 0 0 20 24 1 0 0 0 0 20 27 2 0 0 0 0 21 31 1 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 23 28 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003909
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9577986
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.20
ALogP	-2.6658
MLogP	2.56
XLogP	1.211
HDA	8
HBD	3
Rotatable Bonds	15
TPSA	143.55
RO5 Violation	1