NPASS drugs

Drug Information

Drug ID:	NPD6377
Drug Name:
Molecular Formula:	C25H35N3O4
Canonical SMILES:	CC(N(C(=O)c1ccc(c(c1)O)OCCCCCOc1ccc(cc1)C(=N)N)C(C)C)C
Standard InCHI:	InChI=1S/C25H35N3O4/c1-17(2)28(18(3)4)25(30)20-10-13-23(22(29)16-20)32-15-7-5-6-14-31-21-11-8-19(9-12-21)24(26)27/h8-13,16-18,29H,5-7,14-15H2,1-4H3,(H3,26,27)
Standard InCHIKey:	LBVCAMSVLTWBRT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6377

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	196
0.1-0.2	1123
0.2-0.3	4479
0.3-0.4	8146
0.4-0.5	3159
0.5-0.6	8245
0.6-0.7	5376
0.7-0.8	165
0.8-0.85	1
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	0.8011	NPC135006
Intermediate Similarity	0.7946	NPC138083
Intermediate Similarity	0.7754	NPC235194
Intermediate Similarity	0.7746	NPC153644
Intermediate Similarity	0.773	NPC32064
Intermediate Similarity	0.7696	NPC82056
Intermediate Similarity	0.768	NPC35345
Intermediate Similarity	0.7638	NPC16249
Intermediate Similarity	0.7619	NPC276120
Intermediate Similarity	0.7614	NPC119669
Intermediate Similarity	0.7598	NPC38964
Intermediate Similarity	0.7592	NPC174122
Intermediate Similarity	0.7592	NPC64140
Intermediate Similarity	0.7592	NPC29531
Intermediate Similarity	0.7539	NPC234069
Intermediate Similarity	0.7528	NPC470708
Intermediate Similarity	0.7514	NPC164608
Intermediate Similarity	0.75	NPC469540
Intermediate Similarity	0.75	NPC908
Intermediate Similarity	0.75	NPC138438
Intermediate Similarity	0.75	NPC469539
Intermediate Similarity	0.75	NPC283207
Intermediate Similarity	0.7473	NPC254053
Intermediate Similarity	0.7473	NPC153631
Intermediate Similarity	0.7449	NPC24228
Intermediate Similarity	0.7448	NPC124626
Intermediate Similarity	0.7424	NPC242728
Intermediate Similarity	0.7363	NPC163829
Intermediate Similarity	0.736	NPC281629
Intermediate Similarity	0.7358	NPC162694
Intermediate Similarity	0.7354	NPC222524
Intermediate Similarity	0.7347	NPC471563
Intermediate Similarity	0.7337	NPC266425
Intermediate Similarity	0.7327	NPC158551
Intermediate Similarity	0.7326	NPC231572
Intermediate Similarity	0.7323	NPC50548
Intermediate Similarity	0.7322	NPC158900
Intermediate Similarity	0.7299	NPC326065
Intermediate Similarity	0.7297	NPC66490
Intermediate Similarity	0.7288	NPC287495
Intermediate Similarity	0.7288	NPC9370
Intermediate Similarity	0.7286	NPC267414
Intermediate Similarity	0.7278	NPC58661
Intermediate Similarity	0.7277	NPC99723
Intermediate Similarity	0.7273	NPC144314
Intermediate Similarity	0.7268	NPC471650
Intermediate Similarity	0.7251	NPC144662
Intermediate Similarity	0.725	NPC469689
Intermediate Similarity	0.725	NPC471031
Intermediate Similarity	0.7247	NPC147390
Intermediate Similarity	0.7247	NPC24233
Intermediate Similarity	0.7247	NPC428
Intermediate Similarity	0.7247	NPC135538
Intermediate Similarity	0.7247	NPC476571
Intermediate Similarity	0.7247	NPC246587
Intermediate Similarity	0.724	NPC473562
Intermediate Similarity	0.7231	NPC208890
Intermediate Similarity	0.7222	NPC149962
Intermediate Similarity	0.7211	NPC20395
Intermediate Similarity	0.7207	NPC472969
Intermediate Similarity	0.7196	NPC67978
Intermediate Similarity	0.7196	NPC303581
Intermediate Similarity	0.7191	NPC179825
Intermediate Similarity	0.7191	NPC191376
Intermediate Similarity	0.7191	NPC321505
Intermediate Similarity	0.7188	NPC32154
Intermediate Similarity	0.7181	NPC66573
Intermediate Similarity	0.7181	NPC86469
Intermediate Similarity	0.7175	NPC473090
Intermediate Similarity	0.7167	NPC476394
Intermediate Similarity	0.7167	NPC478189
Intermediate Similarity	0.7167	NPC98809
Intermediate Similarity	0.7166	NPC42549
Intermediate Similarity	0.7166	NPC268503
Intermediate Similarity	0.7166	NPC256012
Intermediate Similarity	0.7166	NPC317272
Intermediate Similarity	0.7166	NPC250846
Intermediate Similarity	0.7166	NPC240841
Intermediate Similarity	0.7143	NPC473460
Intermediate Similarity	0.7136	NPC477258
Intermediate Similarity	0.7135	NPC329816
Intermediate Similarity	0.7135	NPC121400
Intermediate Similarity	0.7127	NPC76213
Intermediate Similarity	0.7127	NPC277669
Intermediate Similarity	0.7121	NPC94499
Intermediate Similarity	0.712	NPC308267
Intermediate Similarity	0.7118	NPC66905
Intermediate Similarity	0.7118	NPC298268
Intermediate Similarity	0.7114	NPC123859
Intermediate Similarity	0.7114	NPC207239
Intermediate Similarity	0.7113	NPC315542
Intermediate Similarity	0.7111	NPC477565
Intermediate Similarity	0.7111	NPC103379
Intermediate Similarity	0.7105	NPC475215
Intermediate Similarity	0.7105	NPC227683
Intermediate Similarity	0.7105	NPC108434
Intermediate Similarity	0.7092	NPC169387
Intermediate Similarity	0.7092	NPC477259
Intermediate Similarity	0.709	NPC83198
Intermediate Similarity	0.709	NPC204908
Intermediate Similarity	0.7083	NPC241704
Intermediate Similarity	0.7079	NPC239608
Intermediate Similarity	0.7079	NPC185838
Intermediate Similarity	0.7079	NPC46161
Intermediate Similarity	0.7077	NPC116007
Intermediate Similarity	0.7072	NPC192768
Intermediate Similarity	0.7072	NPC88249
Intermediate Similarity	0.7072	NPC151895
Intermediate Similarity	0.7072	NPC97221
Intermediate Similarity	0.7072	NPC220858
Intermediate Similarity	0.7071	NPC318805
Intermediate Similarity	0.7071	NPC41122
Intermediate Similarity	0.7069	NPC471316
Intermediate Similarity	0.7068	NPC329992
Intermediate Similarity	0.7065	NPC83019
Intermediate Similarity	0.7062	NPC313327
Intermediate Similarity	0.705	NPC33256
Intermediate Similarity	0.7049	NPC75695
Intermediate Similarity	0.7049	NPC2295
Intermediate Similarity	0.7049	NPC477564
Intermediate Similarity	0.7043	NPC26353
Intermediate Similarity	0.7041	NPC172403
Intermediate Similarity	0.7037	NPC284842
Intermediate Similarity	0.7035	NPC6854
Intermediate Similarity	0.7035	NPC313737
Intermediate Similarity	0.7035	NPC285078
Intermediate Similarity	0.7024	NPC473422
Intermediate Similarity	0.7021	NPC4138
Intermediate Similarity	0.7021	NPC121275
Intermediate Similarity	0.7021	NPC284183
Intermediate Similarity	0.7018	NPC255550
Intermediate Similarity	0.7018	NPC308885
Intermediate Similarity	0.7017	NPC207824
Intermediate Similarity	0.7017	NPC60538
Intermediate Similarity	0.7015	NPC204580
Intermediate Similarity	0.7015	NPC234318
Intermediate Similarity	0.7011	NPC131121
Intermediate Similarity	0.7011	NPC193949
Intermediate Similarity	0.7011	NPC469817
Intermediate Similarity	0.7011	NPC204828
Intermediate Similarity	0.7011	NPC207757
Intermediate Similarity	0.7011	NPC184026
Intermediate Similarity	0.7011	NPC257648
Intermediate Similarity	0.7011	NPC5238
Intermediate Similarity	0.7011	NPC110416
Intermediate Similarity	0.7011	NPC39701
Intermediate Similarity	0.7011	NPC295691
Intermediate Similarity	0.7011	NPC189266
Intermediate Similarity	0.7011	NPC172765
Intermediate Similarity	0.7011	NPC249797
Intermediate Similarity	0.7011	NPC276588
Intermediate Similarity	0.7011	NPC54379
Intermediate Similarity	0.7011	NPC477231
Intermediate Similarity	0.7011	NPC127674
Intermediate Similarity	0.7011	NPC2413
Intermediate Similarity	0.7011	NPC278799
Intermediate Similarity	0.701	NPC27887
Intermediate Similarity	0.7005	NPC257728
Intermediate Similarity	0.7005	NPC100573
Intermediate Similarity	0.7005	NPC207873
Intermediate Similarity	0.7	NPC85381
Intermediate Similarity	0.7	NPC277857
Intermediate Similarity	0.7	NPC115144
Intermediate Similarity	0.7	NPC469816
Intermediate Similarity	0.7	NPC469815
Intermediate Similarity	0.7	NPC476151
Remote Similarity	0.6995	NPC475654
Remote Similarity	0.6995	NPC275027
Remote Similarity	0.6995	NPC35680
Remote Similarity	0.6985	NPC226708
Remote Similarity	0.6983	NPC469615
Remote Similarity	0.6983	NPC17760
Remote Similarity	0.6982	NPC218323
Remote Similarity	0.6979	NPC232386
Remote Similarity	0.6979	NPC152680
Remote Similarity	0.6979	NPC190783
Remote Similarity	0.6977	NPC130595
Remote Similarity	0.6977	NPC93882
Remote Similarity	0.6977	NPC214869
Remote Similarity	0.6976	NPC207971
Remote Similarity	0.6974	NPC286119
Remote Similarity	0.6973	NPC469888
Remote Similarity	0.6973	NPC194095
Remote Similarity	0.6973	NPC327032
Remote Similarity	0.6973	NPC191046
Remote Similarity	0.6963	NPC109925
Remote Similarity	0.6959	NPC35961
Remote Similarity	0.6959	NPC195749
Remote Similarity	0.6959	NPC327005
Remote Similarity	0.6959	NPC52029
Remote Similarity	0.6957	NPC257266
Remote Similarity	0.6957	NPC31363
Remote Similarity	0.6944	NPC207732
Remote Similarity	0.6944	NPC469683
Remote Similarity	0.6942	NPC268077
Remote Similarity	0.6941	NPC117237
Remote Similarity	0.6941	NPC186898
Remote Similarity	0.6941	NPC203719
Remote Similarity	0.694	NPC473091
Remote Similarity	0.6939	NPC185639

Drug Structure

NPD6377 OpenBabel08211709092D 36 37 0 0 0 0 0 0 0 0999 V2000 0.0000 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 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -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 0 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 -5.1962 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -0.8660 -1.5000 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 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 0.0000 2.0000 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 -0.8660 0.5000 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 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 N 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 0.8660 3.5000 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 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 19 2 0 0 0 0 9 12 2 0 0 0 0 9 19 1 0 0 0 0 10 13 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 23 1 0 0 0 0 14 31 1 0 0 0 0 15 32 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 28 1 0 0 0 0 18 28 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 31 1 0 0 0 0 22 23 2 0 0 0 0 22 29 1 0 0 0 0 23 32 1 0 0 0 0 24 26 1 0 0 0 0 24 27 2 0 0 0 0 25 28 1 0 0 0 0 25 30 2 0 0 0 0 26 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000155
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603680
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.26
ALogP	-2.6163
MLogP	3.44
XLogP	4.772
HDA	4
HBD	3
Rotatable Bonds	19
TPSA	108.87
RO5 Violation	1