NPASS drugs

Drug Information

Drug ID:	NPD4479
Drug Name:	NPC-15199
Molecular Formula:	C21H23NO4
Canonical SMILES:	CC(C[C@@H](C(=O)O)N=C(OCC1c2ccccc2c2c1cccc2)O)C
Standard InCHI:	InChI=1S/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/t19-/m0/s1
Standard InCHIKey:	CBPJQFCAFFNICX-IBGZPJMESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4479

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	74
0.1-0.2	462
0.2-0.3	1224
0.3-0.4	3867
0.4-0.5	15790
0.5-0.6	8567
0.6-0.7	847
0.7-0.8	58
0.8-0.85	0
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	0.8943	NPC246913
Intermediate Similarity	0.748	NPC190663
Intermediate Similarity	0.748	NPC80150
Intermediate Similarity	0.7462	NPC47667
Intermediate Similarity	0.7462	NPC4974
Intermediate Similarity	0.746	NPC310467
Intermediate Similarity	0.7442	NPC35996
Intermediate Similarity	0.7414	NPC12730
Intermediate Similarity	0.7381	NPC169328
Intermediate Similarity	0.7377	NPC319579
Intermediate Similarity	0.7364	NPC160493
Intermediate Similarity	0.7344	NPC477061
Intermediate Similarity	0.7344	NPC45777
Intermediate Similarity	0.7333	NPC327481
Intermediate Similarity	0.7333	NPC191215
Intermediate Similarity	0.7333	NPC274089
Intermediate Similarity	0.7323	NPC237420
Intermediate Similarity	0.7323	NPC314992
Intermediate Similarity	0.7304	NPC261947
Intermediate Similarity	0.7258	NPC474584
Intermediate Similarity	0.7231	NPC84281
Intermediate Similarity	0.7231	NPC291027
Intermediate Similarity	0.7231	NPC213126
Intermediate Similarity	0.7231	NPC317474
Intermediate Similarity	0.7231	NPC169485
Intermediate Similarity	0.7218	NPC199738
Intermediate Similarity	0.7218	NPC210950
Intermediate Similarity	0.7217	NPC172925
Intermediate Similarity	0.719	NPC94751
Intermediate Similarity	0.719	NPC142326
Intermediate Similarity	0.7176	NPC476278
Intermediate Similarity	0.7172	NPC470274
Intermediate Similarity	0.7168	NPC258627
Intermediate Similarity	0.7165	NPC2265
Intermediate Similarity	0.7143	NPC318154
Intermediate Similarity	0.712	NPC273814
Intermediate Similarity	0.7119	NPC7435
Intermediate Similarity	0.7111	NPC478147
Intermediate Similarity	0.7111	NPC69496
Intermediate Similarity	0.7099	NPC142577
Intermediate Similarity	0.7094	NPC324569
Intermediate Similarity	0.709	NPC476353
Intermediate Similarity	0.7087	NPC9274
Intermediate Similarity	0.7087	NPC197470
Intermediate Similarity	0.7083	NPC164859
Intermediate Similarity	0.7077	NPC478014
Intermediate Similarity	0.7077	NPC478016
Intermediate Similarity	0.7077	NPC478015
Intermediate Similarity	0.7077	NPC476183
Intermediate Similarity	0.7059	NPC264728
Intermediate Similarity	0.705	NPC478140
Intermediate Similarity	0.705	NPC127741
Intermediate Similarity	0.7037	NPC296712
Intermediate Similarity	0.7034	NPC120393
Intermediate Similarity	0.7023	NPC476281
Intermediate Similarity	0.7023	NPC476184
Intermediate Similarity	0.7018	NPC172128
Intermediate Similarity	0.7009	NPC469893
Intermediate Similarity	0.7007	NPC45191
Remote Similarity	0.6993	NPC473922
Remote Similarity	0.6992	NPC21929
Remote Similarity	0.6991	NPC325441
Remote Similarity	0.6977	NPC470545
Remote Similarity	0.697	NPC474862
Remote Similarity	0.6967	NPC211551
Remote Similarity	0.6957	NPC245836
Remote Similarity	0.6957	NPC233910
Remote Similarity	0.6953	NPC235421
Remote Similarity	0.6953	NPC188010
Remote Similarity	0.6949	NPC293628
Remote Similarity	0.6949	NPC122493
Remote Similarity	0.6949	NPC469891
Remote Similarity	0.6949	NPC469892
Remote Similarity	0.6949	NPC10781
Remote Similarity	0.6949	NPC226041
Remote Similarity	0.6949	NPC469890
Remote Similarity	0.694	NPC474847
Remote Similarity	0.693	NPC9822
Remote Similarity	0.6923	NPC470546
Remote Similarity	0.6917	NPC133809
Remote Similarity	0.6917	NPC128248
Remote Similarity	0.6917	NPC136810
Remote Similarity	0.6917	NPC225079
Remote Similarity	0.6911	NPC37914
Remote Similarity	0.6911	NPC244933
Remote Similarity	0.6911	NPC85560
Remote Similarity	0.6906	NPC90693
Remote Similarity	0.6906	NPC64897
Remote Similarity	0.6905	NPC329011
Remote Similarity	0.6903	NPC322387
Remote Similarity	0.6901	NPC239770
Remote Similarity	0.6899	NPC470544
Remote Similarity	0.6897	NPC475578
Remote Similarity	0.6891	NPC322598
Remote Similarity	0.6889	NPC477937
Remote Similarity	0.6884	NPC326966
Remote Similarity	0.688	NPC158854
Remote Similarity	0.687	NPC70940
Remote Similarity	0.687	NPC86670
Remote Similarity	0.687	NPC274455
Remote Similarity	0.6866	NPC476260
Remote Similarity	0.6866	NPC476241
Remote Similarity	0.6864	NPC25565
Remote Similarity	0.6853	NPC161069
Remote Similarity	0.6847	NPC270507
Remote Similarity	0.6835	NPC244866
Remote Similarity	0.6833	NPC221825
Remote Similarity	0.6829	NPC67043
Remote Similarity	0.6829	NPC471186
Remote Similarity	0.6821	NPC93343
Remote Similarity	0.6815	NPC476125
Remote Similarity	0.6815	NPC476179
Remote Similarity	0.6815	NPC472414
Remote Similarity	0.6812	NPC183722
Remote Similarity	0.6807	NPC311242
Remote Similarity	0.6807	NPC473501
Remote Similarity	0.6807	NPC475439
Remote Similarity	0.6806	NPC471516
Remote Similarity	0.6803	NPC329556
Remote Similarity	0.6791	NPC472415
Remote Similarity	0.6788	NPC311753
Remote Similarity	0.6781	NPC328824
Remote Similarity	0.678	NPC303045
Remote Similarity	0.678	NPC58674
Remote Similarity	0.678	NPC161972
Remote Similarity	0.6777	NPC469457
Remote Similarity	0.6774	NPC185763
Remote Similarity	0.6774	NPC83409
Remote Similarity	0.6772	NPC66208
Remote Similarity	0.6769	NPC242764
Remote Similarity	0.6769	NPC105141
Remote Similarity	0.6769	NPC212891
Remote Similarity	0.6765	NPC9180
Remote Similarity	0.6765	NPC100402
Remote Similarity	0.6763	NPC42423
Remote Similarity	0.6757	NPC103387
Remote Similarity	0.6757	NPC323103
Remote Similarity	0.6748	NPC224610
Remote Similarity	0.6748	NPC194390
Remote Similarity	0.6748	NPC113326
Remote Similarity	0.6748	NPC88267
Remote Similarity	0.6744	NPC221275
Remote Similarity	0.6742	NPC319950
Remote Similarity	0.6741	NPC473938
Remote Similarity	0.6741	NPC318067
Remote Similarity	0.6739	NPC325651
Remote Similarity	0.6736	NPC57976
Remote Similarity	0.6733	NPC275839
Remote Similarity	0.6726	NPC475710
Remote Similarity	0.6723	NPC3371
Remote Similarity	0.6719	NPC206414
Remote Similarity	0.6719	NPC242957
Remote Similarity	0.6719	NPC306977
Remote Similarity	0.6719	NPC287055
Remote Similarity	0.6718	NPC325295
Remote Similarity	0.6718	NPC45794
Remote Similarity	0.6718	NPC76308
Remote Similarity	0.6714	NPC313663
Remote Similarity	0.6714	NPC470392
Remote Similarity	0.6713	NPC153007
Remote Similarity	0.6712	NPC262216
Remote Similarity	0.6712	NPC49565
Remote Similarity	0.6696	NPC329064
Remote Similarity	0.6696	NPC44830
Remote Similarity	0.6694	NPC476198
Remote Similarity	0.6694	NPC321670
Remote Similarity	0.6693	NPC475002
Remote Similarity	0.6693	NPC95126
Remote Similarity	0.6693	NPC133308
Remote Similarity	0.6692	NPC470585
Remote Similarity	0.669	NPC6570
Remote Similarity	0.6689	NPC476757
Remote Similarity	0.6667	NPC71271
Remote Similarity	0.6667	NPC472413
Remote Similarity	0.6667	NPC472761
Remote Similarity	0.6667	NPC6975
Remote Similarity	0.6667	NPC116057
Remote Similarity	0.6667	NPC245259
Remote Similarity	0.6667	NPC255676
Remote Similarity	0.6667	NPC132847
Remote Similarity	0.6667	NPC254233
Remote Similarity	0.6667	NPC40488
Remote Similarity	0.6667	NPC138775
Remote Similarity	0.6645	NPC476750
Remote Similarity	0.6644	NPC209509
Remote Similarity	0.6643	NPC246079
Remote Similarity	0.6642	NPC71684
Remote Similarity	0.6642	NPC65310
Remote Similarity	0.6639	NPC469481
Remote Similarity	0.6621	NPC91953
Remote Similarity	0.662	NPC475318
Remote Similarity	0.662	NPC49577
Remote Similarity	0.662	NPC474811
Remote Similarity	0.662	NPC118099
Remote Similarity	0.662	NPC151706
Remote Similarity	0.662	NPC260045
Remote Similarity	0.662	NPC475598
Remote Similarity	0.662	NPC474787
Remote Similarity	0.662	NPC79465
Remote Similarity	0.662	NPC9687

Drug Structure

NPD4479 OpenBabel08211705262D 28 30 0 0 1 0 0 0 0 0999 V2000 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8895 -0.3241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1428 -4.2474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1464 0.3450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1482 -4.1429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6816 -1.3023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7305 -3.4384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1953 0.0360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2585 -3.2293 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 -0.8660 -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 -1.7305 -1.6113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3238 -2.5248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9874 -0.9422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3293 -2.4203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1214 -1.4422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -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 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 14 2 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 17 2 0 0 0 0 11 13 1 0 0 0 0 12 18 1 0 0 0 0 12 26 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 18 1 0 0 0 0 19 11 1 6 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 22 2 3 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009090
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.16
ALogP	0.8781
MLogP	3.22
XLogP	7.464
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	79.12
RO5 Violation	1