NPASS drugs

Drug Information

Drug ID:	NPD5108
Drug Name:
Molecular Formula:	C22H26N2O4
Canonical SMILES:	O=C[C@@H](N=C([C@@H](C(C)C)N=C(OCc1ccccc1)O)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19-,20+/m0/s1
Standard InCHIKey:	NGBKFLTYGSREKK-VQTJNVASSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5108

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	81
0.1-0.2	513
0.2-0.3	1886
0.3-0.4	6475
0.4-0.5	9137
0.5-0.6	11522
0.6-0.7	1153
0.7-0.8	116
0.8-0.85	6
0.85-0.9	1
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
High Similarity	0.856	NPC4974
Intermediate Similarity	0.814	NPC199738
Intermediate Similarity	0.814	NPC210950
Intermediate Similarity	0.811	NPC476278
Intermediate Similarity	0.8031	NPC160493
Intermediate Similarity	0.803	NPC246913
Intermediate Similarity	0.8016	NPC476183
Intermediate Similarity	0.7984	NPC47667
Intermediate Similarity	0.7953	NPC476281
Intermediate Similarity	0.7953	NPC476184
Intermediate Similarity	0.7934	NPC319579
Intermediate Similarity	0.792	NPC169328
Intermediate Similarity	0.7874	NPC190663
Intermediate Similarity	0.7857	NPC310467
Intermediate Similarity	0.7836	NPC470392
Intermediate Similarity	0.7829	NPC35996
Intermediate Similarity	0.7815	NPC211551
Intermediate Similarity	0.7805	NPC474584
Intermediate Similarity	0.7769	NPC476260
Intermediate Similarity	0.7769	NPC476241
Intermediate Similarity	0.7744	NPC325651
Intermediate Similarity	0.7734	NPC80150
Intermediate Similarity	0.771	NPC476179
Intermediate Similarity	0.771	NPC476125
Intermediate Similarity	0.7704	NPC244866
Intermediate Similarity	0.7692	NPC12730
Intermediate Similarity	0.7669	NPC296712
Intermediate Similarity	0.7661	NPC273814
Intermediate Similarity	0.763	NPC45191
Intermediate Similarity	0.763	NPC326966
Intermediate Similarity	0.7619	NPC197470
Intermediate Similarity	0.7615	NPC142577
Intermediate Similarity	0.7603	NPC327481
Intermediate Similarity	0.7597	NPC45777
Intermediate Similarity	0.7597	NPC477061
Intermediate Similarity	0.7578	NPC237420
Intermediate Similarity	0.7519	NPC319950
Intermediate Similarity	0.75	NPC132771
Intermediate Similarity	0.75	NPC470545
Intermediate Similarity	0.75	NPC164859
Intermediate Similarity	0.7481	NPC474862
Intermediate Similarity	0.7481	NPC478147
Intermediate Similarity	0.7463	NPC476353
Intermediate Similarity	0.7462	NPC478014
Intermediate Similarity	0.7462	NPC478015
Intermediate Similarity	0.7462	NPC478016
Intermediate Similarity	0.7442	NPC314992
Intermediate Similarity	0.7442	NPC470546
Intermediate Similarity	0.744	NPC329011
Intermediate Similarity	0.7436	NPC25565
Intermediate Similarity	0.7422	NPC470544
Intermediate Similarity	0.741	NPC6570
Intermediate Similarity	0.7407	NPC311753
Intermediate Similarity	0.7388	NPC477937
Intermediate Similarity	0.7383	NPC56635
Intermediate Similarity	0.7373	NPC311242
Intermediate Similarity	0.7373	NPC473501
Intermediate Similarity	0.7373	NPC475439
Intermediate Similarity	0.7373	NPC33168
Intermediate Similarity	0.735	NPC161972
Intermediate Similarity	0.735	NPC303045
Intermediate Similarity	0.7348	NPC27581
Intermediate Similarity	0.7323	NPC1986
Intermediate Similarity	0.7323	NPC474544
Intermediate Similarity	0.7304	NPC172128
Intermediate Similarity	0.7295	NPC88267
Intermediate Similarity	0.7295	NPC224610
Intermediate Similarity	0.7295	NPC194390
Intermediate Similarity	0.7295	NPC113326
Intermediate Similarity	0.7287	NPC2265
Intermediate Similarity	0.7279	NPC469666
Intermediate Similarity	0.7266	NPC33742
Intermediate Similarity	0.7241	NPC245259
Intermediate Similarity	0.7231	NPC311737
Intermediate Similarity	0.7231	NPC38458
Intermediate Similarity	0.7219	NPC287757
Intermediate Similarity	0.7219	NPC319320
Intermediate Similarity	0.7213	NPC471317
Intermediate Similarity	0.7209	NPC317254
Intermediate Similarity	0.7203	NPC91953
Intermediate Similarity	0.7203	NPC58674
Intermediate Similarity	0.7194	NPC328070
Intermediate Similarity	0.7188	NPC276949
Intermediate Similarity	0.7188	NPC35850
Intermediate Similarity	0.7183	NPC471316
Intermediate Similarity	0.7163	NPC6913
Intermediate Similarity	0.7163	NPC127741
Intermediate Similarity	0.7162	NPC470274
Intermediate Similarity	0.7154	NPC82963
Intermediate Similarity	0.7153	NPC473322
Intermediate Similarity	0.7152	NPC207675
Intermediate Similarity	0.7152	NPC212699
Intermediate Similarity	0.7143	NPC71684
Intermediate Similarity	0.7133	NPC197921
Intermediate Similarity	0.7132	NPC118202
Intermediate Similarity	0.7123	NPC16188
Intermediate Similarity	0.7122	NPC246079
Intermediate Similarity	0.7121	NPC43275
Intermediate Similarity	0.7113	NPC473055
Intermediate Similarity	0.7113	NPC473052
Intermediate Similarity	0.7095	NPC324081
Intermediate Similarity	0.7094	NPC226438
Intermediate Similarity	0.7092	NPC314835
Intermediate Similarity	0.7083	NPC469360
Intermediate Similarity	0.7083	NPC161069
Intermediate Similarity	0.7083	NPC189724
Intermediate Similarity	0.7083	NPC212850
Intermediate Similarity	0.7083	NPC83289
Intermediate Similarity	0.7077	NPC188010
Intermediate Similarity	0.7063	NPC322526
Intermediate Similarity	0.7059	NPC474479
Intermediate Similarity	0.7059	NPC95733
Intermediate Similarity	0.7059	NPC62101
Intermediate Similarity	0.7055	NPC314114
Intermediate Similarity	0.705	NPC255447
Intermediate Similarity	0.7037	NPC6975
Intermediate Similarity	0.7037	NPC471314
Intermediate Similarity	0.7037	NPC471315
Intermediate Similarity	0.7029	NPC111428
Intermediate Similarity	0.7009	NPC258627
Intermediate Similarity	0.7007	NPC135121
Intermediate Similarity	0.7007	NPC29477
Intermediate Similarity	0.7	NPC3371
Remote Similarity	0.6992	NPC318154
Remote Similarity	0.6992	NPC283760
Remote Similarity	0.6986	NPC201244
Remote Similarity	0.6986	NPC477217
Remote Similarity	0.6986	NPC209509
Remote Similarity	0.6985	NPC285394
Remote Similarity	0.6985	NPC211218
Remote Similarity	0.6959	NPC9373
Remote Similarity	0.695	NPC471953
Remote Similarity	0.6944	NPC471201
Remote Similarity	0.6942	NPC293628
Remote Similarity	0.6942	NPC122493
Remote Similarity	0.6942	NPC10781
Remote Similarity	0.694	NPC200964
Remote Similarity	0.694	NPC263835
Remote Similarity	0.6939	NPC81026
Remote Similarity	0.6934	NPC101719
Remote Similarity	0.6933	NPC233702
Remote Similarity	0.6929	NPC183722
Remote Similarity	0.6911	NPC316797
Remote Similarity	0.6911	NPC228400
Remote Similarity	0.6911	NPC214200
Remote Similarity	0.6906	NPC472413
Remote Similarity	0.6905	NPC45033
Remote Similarity	0.6905	NPC274089
Remote Similarity	0.6905	NPC191215
Remote Similarity	0.6892	NPC138775
Remote Similarity	0.6892	NPC247298
Remote Similarity	0.6891	NPC265521
Remote Similarity	0.6889	NPC202521
Remote Similarity	0.6887	NPC202198
Remote Similarity	0.6887	NPC472761
Remote Similarity	0.6885	NPC322598
Remote Similarity	0.6884	NPC65310
Remote Similarity	0.6879	NPC257390
Remote Similarity	0.6875	NPC65855
Remote Similarity	0.6875	NPC132636
Remote Similarity	0.6875	NPC292758
Remote Similarity	0.6871	NPC266741
Remote Similarity	0.6861	NPC473938
Remote Similarity	0.6861	NPC222466
Remote Similarity	0.6859	NPC476750
Remote Similarity	0.6857	NPC200589
Remote Similarity	0.6853	NPC474787
Remote Similarity	0.6853	NPC9687
Remote Similarity	0.6853	NPC273907
Remote Similarity	0.6853	NPC79465
Remote Similarity	0.6853	NPC474855
Remote Similarity	0.6853	NPC475598
Remote Similarity	0.6853	NPC90194
Remote Similarity	0.6853	NPC260045
Remote Similarity	0.6853	NPC293377
Remote Similarity	0.6853	NPC76785
Remote Similarity	0.6853	NPC474811
Remote Similarity	0.6853	NPC118099
Remote Similarity	0.6853	NPC476102
Remote Similarity	0.6853	NPC151706
Remote Similarity	0.6853	NPC475318
Remote Similarity	0.6853	NPC49577
Remote Similarity	0.6846	NPC105717
Remote Similarity	0.6842	NPC254088
Remote Similarity	0.6838	NPC325441
Remote Similarity	0.6838	NPC26285
Remote Similarity	0.6835	NPC473502
Remote Similarity	0.6828	NPC153007
Remote Similarity	0.6825	NPC269457
Remote Similarity	0.6825	NPC67043
Remote Similarity	0.6822	NPC474149
Remote Similarity	0.6818	NPC93343
Remote Similarity	0.6818	NPC235421
Remote Similarity	0.6815	NPC471308
Remote Similarity	0.6815	NPC160120
Remote Similarity	0.6815	NPC53596
Remote Similarity	0.6815	NPC17388
Remote Similarity	0.6815	NPC476990
Remote Similarity	0.6815	NPC289330
Remote Similarity	0.6812	NPC472414

Drug Structure

NPD5108 OpenBabel08211706322D 30 31 0 0 1 0 0 0 0 0999 V2000 -4.3301 -0.5000 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 -8.6603 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 -7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -6.0622 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 2 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 O 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 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 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 14 25 2 0 0 0 0 15 18 1 0 0 0 0 15 28 1 0 0 0 0 19 13 1 6 0 0 0 19 23 1 0 0 0 0 20 16 1 6 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 23 2 3 0 0 0 21 26 1 0 0 0 0 22 24 2 3 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014759; DNC004595
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	51435905
ChEBI
CAS Number

Drug Properties

Molecular Weight	382.19
ALogP	0.5279
MLogP	3.22
XLogP	7.089
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	91.48
RO5 Violation	1