NPASS drugs

Drug Information

Drug ID:	NPD2218
Drug Name:	Ubenimex
Molecular Formula:	C16H24N2O4
Canonical SMILES:	O[C@H](C(=N[C@H](C(=O)O)CC(C)C)O)[C@@H](Cc1ccccc1)N
Standard InCHI:	InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1
Standard InCHIKey:	VGGGPCQERPFHOB-RDBSUJKOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2218

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	68
0.1-0.2	360
0.2-0.3	1265
0.3-0.4	6742
0.4-0.5	17646
0.5-0.6	4036
0.6-0.7	587
0.7-0.8	161
0.8-0.85	17
0.85-0.9	5
0.9-0.95	0
0.95-1	3

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
High Similarity	1.0	NPC314992
High Similarity	0.9818	NPC2265
High Similarity	0.9565	NPC35996
High Similarity	0.8909	NPC327481
High Similarity	0.8803	NPC237420
High Similarity	0.8772	NPC474584
High Similarity	0.8547	NPC197470
High Similarity	0.8522	NPC329011
Intermediate Similarity	0.8435	NPC319579
Intermediate Similarity	0.8403	NPC169328
Intermediate Similarity	0.8333	NPC310467
Intermediate Similarity	0.8304	NPC164859
Intermediate Similarity	0.8271	NPC315266
Intermediate Similarity	0.823	NPC88267
Intermediate Similarity	0.823	NPC113326
Intermediate Similarity	0.823	NPC224610
Intermediate Similarity	0.823	NPC194390
Intermediate Similarity	0.8197	NPC478016
Intermediate Similarity	0.8197	NPC478015
Intermediate Similarity	0.8197	NPC478014
Intermediate Similarity	0.816	NPC47667
Intermediate Similarity	0.8049	NPC45777
Intermediate Similarity	0.8049	NPC477061
Intermediate Similarity	0.8049	NPC190663
Intermediate Similarity	0.8036	NPC12730
Intermediate Similarity	0.792	NPC160493
Intermediate Similarity	0.7903	NPC476183
Intermediate Similarity	0.7903	NPC80150
Intermediate Similarity	0.7857	NPC10781
Intermediate Similarity	0.7857	NPC122493
Intermediate Similarity	0.7857	NPC293628
Intermediate Similarity	0.7857	NPC324569
Intermediate Similarity	0.784	NPC476281
Intermediate Similarity	0.784	NPC476184
Intermediate Similarity	0.7836	NPC476259
Intermediate Similarity	0.7833	NPC273814
Intermediate Similarity	0.7812	NPC477937
Intermediate Similarity	0.7768	NPC25565
Intermediate Similarity	0.7717	NPC476278
Intermediate Similarity	0.7699	NPC475439
Intermediate Similarity	0.7699	NPC473501
Intermediate Similarity	0.7692	NPC67043
Intermediate Similarity	0.7687	NPC6570
Intermediate Similarity	0.7687	NPC68865
Intermediate Similarity	0.7656	NPC476260
Intermediate Similarity	0.7656	NPC476241
Intermediate Similarity	0.7652	NPC326966
Intermediate Similarity	0.7647	NPC168113
Intermediate Similarity	0.7642	NPC188010
Intermediate Similarity	0.7612	NPC314835
Intermediate Similarity	0.7597	NPC476179
Intermediate Similarity	0.7597	NPC476125
Intermediate Similarity	0.7591	NPC197682
Intermediate Similarity	0.7591	NPC176226
Intermediate Similarity	0.7559	NPC71684
Intermediate Similarity	0.7556	NPC127741
Intermediate Similarity	0.7536	NPC52748
Intermediate Similarity	0.7522	NPC58674
Intermediate Similarity	0.7522	NPC161972
Intermediate Similarity	0.7522	NPC303045
Intermediate Similarity	0.7518	NPC2501
Intermediate Similarity	0.75	NPC474862
Intermediate Similarity	0.75	NPC325651
Intermediate Similarity	0.7481	NPC319766
Intermediate Similarity	0.7464	NPC91953
Intermediate Similarity	0.7462	NPC4974
Intermediate Similarity	0.7455	NPC325441
Intermediate Similarity	0.7445	NPC307357
Intermediate Similarity	0.7445	NPC268841
Intermediate Similarity	0.7445	NPC46098
Intermediate Similarity	0.7442	NPC6975
Intermediate Similarity	0.7426	NPC471264
Intermediate Similarity	0.7426	NPC471265
Intermediate Similarity	0.7415	NPC471527
Intermediate Similarity	0.7391	NPC197921
Intermediate Similarity	0.7388	NPC246913
Intermediate Similarity	0.7381	NPC470545
Intermediate Similarity	0.7373	NPC471317
Intermediate Similarity	0.7364	NPC252878
Intermediate Similarity	0.7364	NPC27581
Intermediate Similarity	0.7361	NPC122590
Intermediate Similarity	0.7347	NPC1390
Intermediate Similarity	0.7347	NPC62104
Intermediate Similarity	0.7343	NPC7817
Intermediate Similarity	0.7343	NPC475168
Intermediate Similarity	0.7339	NPC1986
Intermediate Similarity	0.7339	NPC474544
Intermediate Similarity	0.7338	NPC469360
Intermediate Similarity	0.7323	NPC470546
Intermediate Similarity	0.7321	NPC258627
Intermediate Similarity	0.7319	NPC239762
Intermediate Similarity	0.7319	NPC163392
Intermediate Similarity	0.7308	NPC46427
Intermediate Similarity	0.7305	NPC314114
Intermediate Similarity	0.7302	NPC470544
Intermediate Similarity	0.7287	NPC202521
Intermediate Similarity	0.7279	NPC297145
Intermediate Similarity	0.7279	NPC197743
Intermediate Similarity	0.7266	NPC263493
Intermediate Similarity	0.7266	NPC269398
Intermediate Similarity	0.7259	NPC246079
Intermediate Similarity	0.7257	NPC226438
Intermediate Similarity	0.7254	NPC135121
Intermediate Similarity	0.7246	NPC132636
Intermediate Similarity	0.7244	NPC254088
Intermediate Similarity	0.7241	NPC473341
Intermediate Similarity	0.7241	NPC311242
Intermediate Similarity	0.7234	NPC201244
Intermediate Similarity	0.7234	NPC477217
Intermediate Similarity	0.7227	NPC202613
Intermediate Similarity	0.7226	NPC279045
Intermediate Similarity	0.7226	NPC113325
Intermediate Similarity	0.7214	NPC139326
Intermediate Similarity	0.7209	NPC476990
Intermediate Similarity	0.7206	NPC287401
Intermediate Similarity	0.7203	NPC471820
Intermediate Similarity	0.7203	NPC471821
Intermediate Similarity	0.72	NPC276949
Intermediate Similarity	0.72	NPC35850
Intermediate Similarity	0.7197	NPC101719
Intermediate Similarity	0.7197	NPC474847
Intermediate Similarity	0.7192	NPC470902
Intermediate Similarity	0.7179	NPC322598
Intermediate Similarity	0.7179	NPC164514
Intermediate Similarity	0.7179	NPC108606
Intermediate Similarity	0.7179	NPC303611
Intermediate Similarity	0.7179	NPC290515
Intermediate Similarity	0.7179	NPC226096
Intermediate Similarity	0.7172	NPC300443
Intermediate Similarity	0.7171	NPC209463
Intermediate Similarity	0.7164	NPC296712
Intermediate Similarity	0.7163	NPC476978
Intermediate Similarity	0.7153	NPC228511
Intermediate Similarity	0.7152	NPC22883
Intermediate Similarity	0.7152	NPC5719
Intermediate Similarity	0.7152	NPC210377
Intermediate Similarity	0.7152	NPC217804
Intermediate Similarity	0.7143	NPC469427
Intermediate Similarity	0.7143	NPC33742
Intermediate Similarity	0.7143	NPC469426
Intermediate Similarity	0.7132	NPC45191
Intermediate Similarity	0.7132	NPC319950
Intermediate Similarity	0.7132	NPC283760
Intermediate Similarity	0.7122	NPC98424
Intermediate Similarity	0.7122	NPC178662
Intermediate Similarity	0.7122	NPC92784
Intermediate Similarity	0.7122	NPC470884
Intermediate Similarity	0.7122	NPC476133
Intermediate Similarity	0.7121	NPC222466
Intermediate Similarity	0.7113	NPC209509
Intermediate Similarity	0.7111	NPC478147
Intermediate Similarity	0.7105	NPC245259
Intermediate Similarity	0.7092	NPC161069
Intermediate Similarity	0.7092	NPC57976
Intermediate Similarity	0.709	NPC210950
Intermediate Similarity	0.709	NPC199738
Intermediate Similarity	0.7087	NPC101139
Intermediate Similarity	0.708	NPC470877
Intermediate Similarity	0.708	NPC244866
Intermediate Similarity	0.7068	NPC474479
Intermediate Similarity	0.7063	NPC262077
Intermediate Similarity	0.7059	NPC130309
Intermediate Similarity	0.7059	NPC63040
Intermediate Similarity	0.705	NPC175870
Intermediate Similarity	0.7049	NPC274089
Intermediate Similarity	0.7049	NPC191215
Intermediate Similarity	0.7045	NPC472415
Intermediate Similarity	0.7045	NPC474082
Intermediate Similarity	0.7045	NPC175726
Intermediate Similarity	0.7043	NPC323164
Intermediate Similarity	0.7039	NPC63931
Intermediate Similarity	0.7037	NPC469666
Intermediate Similarity	0.7025	NPC147000
Intermediate Similarity	0.7025	NPC150254
Intermediate Similarity	0.7025	NPC226778
Intermediate Similarity	0.7025	NPC304761
Intermediate Similarity	0.702	NPC73655
Intermediate Similarity	0.7018	NPC121872
Intermediate Similarity	0.7018	NPC141139
Intermediate Similarity	0.7018	NPC159178
Intermediate Similarity	0.7018	NPC74936
Intermediate Similarity	0.7018	NPC78041
Intermediate Similarity	0.7018	NPC209764
Intermediate Similarity	0.7018	NPC471307
Intermediate Similarity	0.7015	NPC278097
Intermediate Similarity	0.7	NPC287358
Remote Similarity	0.6993	NPC5620
Remote Similarity	0.6993	NPC15068
Remote Similarity	0.6992	NPC22746
Remote Similarity	0.6972	NPC111586
Remote Similarity	0.6972	NPC168861
Remote Similarity	0.6972	NPC77905
Remote Similarity	0.6972	NPC108852
Remote Similarity	0.6972	NPC261709
Remote Similarity	0.697	NPC317474
Remote Similarity	0.697	NPC169485
Remote Similarity	0.697	NPC213126
Remote Similarity	0.697	NPC84281
Remote Similarity	0.697	NPC291027
Remote Similarity	0.6967	NPC211551

Drug Structure

NPD2218 OpenBabel08211701392D 27 27 0 0 1 0 0 0 0 0999 V2000 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 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 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 -3.5000 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 -4.5000 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 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 1 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 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 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 -0.8660 1.5000 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 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 12 9 1 6 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 8 1 1 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 1 0 0 0 14 19 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB03424
ChEMBL	CHEMBL29292
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	58970-76-6

Drug Properties

Molecular Weight	308.17
ALogP	-1.0053
MLogP	2.56
XLogP	1.082
HDA	6
HBD	4
Rotatable Bonds	14
TPSA	116.14
RO5 Violation	0