NPASS drugs

Drug Information

Drug ID:	NPD5788
Drug Name:
Molecular Formula:	C23H39NO4
Canonical SMILES:	CCCCCCCCCCC(C(=Nc1c(OC)cc(cc1OC)OC)O)(C)C
Standard InCHI:	InChI=1S/C23H39NO4/c1-7-8-9-10-11-12-13-14-15-23(2,3)22(25)24-21-19(27-5)16-18(26-4)17-20(21)28-6/h16-17H,7-15H2,1-6H3,(H,24,25)
Standard InCHIKey:	WAFNZAURAWBNDZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5788

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	151
0.1-0.2	1041
0.2-0.3	4743
0.3-0.4	8471
0.4-0.5	6590
0.5-0.6	9032
0.6-0.7	836
0.7-0.8	24
0.8-0.85	2
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	0.8039	NPC306366
Intermediate Similarity	0.8	NPC204179
Intermediate Similarity	0.7667	NPC473769
Intermediate Similarity	0.7594	NPC264782
Intermediate Similarity	0.7515	NPC217294
Intermediate Similarity	0.75	NPC313466
Intermediate Similarity	0.75	NPC112766
Intermediate Similarity	0.745	NPC314113
Intermediate Similarity	0.7425	NPC98197
Intermediate Similarity	0.7417	NPC260601
Intermediate Similarity	0.7358	NPC235628
Intermediate Similarity	0.7342	NPC70549
Intermediate Similarity	0.7338	NPC160120
Intermediate Similarity	0.7338	NPC471308
Intermediate Similarity	0.7338	NPC53596
Intermediate Similarity	0.7338	NPC17388
Intermediate Similarity	0.7338	NPC289330
Intermediate Similarity	0.7285	NPC476462
Intermediate Similarity	0.7183	NPC471315
Intermediate Similarity	0.7183	NPC471314
Intermediate Similarity	0.717	NPC10730
Intermediate Similarity	0.717	NPC10875
Intermediate Similarity	0.7037	NPC231862
Intermediate Similarity	0.7022	NPC272706
Intermediate Similarity	0.7014	NPC315632
Intermediate Similarity	0.7006	NPC225381
Remote Similarity	0.697	NPC314861
Remote Similarity	0.6966	NPC325013
Remote Similarity	0.6929	NPC114064
Remote Similarity	0.6918	NPC29477
Remote Similarity	0.6912	NPC255721
Remote Similarity	0.6897	NPC211218
Remote Similarity	0.689	NPC57105
Remote Similarity	0.6889	NPC76327
Remote Similarity	0.6879	NPC127894
Remote Similarity	0.6879	NPC470759
Remote Similarity	0.6879	NPC15860
Remote Similarity	0.6879	NPC219070
Remote Similarity	0.6875	NPC219383
Remote Similarity	0.6861	NPC168657
Remote Similarity	0.6849	NPC95733
Remote Similarity	0.6849	NPC62101
Remote Similarity	0.6833	NPC314948
Remote Similarity	0.6824	NPC168153
Remote Similarity	0.6813	NPC40209
Remote Similarity	0.6807	NPC70172
Remote Similarity	0.6798	NPC294244
Remote Similarity	0.6783	NPC43275
Remote Similarity	0.6746	NPC310894
Remote Similarity	0.6743	NPC313886
Remote Similarity	0.674	NPC478049
Remote Similarity	0.6738	NPC53906
Remote Similarity	0.6733	NPC473987
Remote Similarity	0.6723	NPC295287
Remote Similarity	0.6711	NPC6854
Remote Similarity	0.6711	NPC285078
Remote Similarity	0.6711	NPC297584
Remote Similarity	0.6711	NPC313737
Remote Similarity	0.671	NPC296898
Remote Similarity	0.6691	NPC473653
Remote Similarity	0.669	NPC54507
Remote Similarity	0.669	NPC229147
Remote Similarity	0.669	NPC85292
Remote Similarity	0.6688	NPC126637
Remote Similarity	0.6687	NPC329837
Remote Similarity	0.6686	NPC220560
Remote Similarity	0.6667	NPC212850
Remote Similarity	0.6667	NPC276737
Remote Similarity	0.6667	NPC180253
Remote Similarity	0.6667	NPC22610
Remote Similarity	0.6667	NPC189724
Remote Similarity	0.6667	NPC83289
Remote Similarity	0.6667	NPC219170
Remote Similarity	0.6667	NPC218530
Remote Similarity	0.6648	NPC276060
Remote Similarity	0.6647	NPC316161
Remote Similarity	0.6645	NPC130595
Remote Similarity	0.6645	NPC93882
Remote Similarity	0.6643	NPC474933
Remote Similarity	0.6643	NPC33270
Remote Similarity	0.6643	NPC69261
Remote Similarity	0.6628	NPC290069
Remote Similarity	0.662	NPC185541
Remote Similarity	0.662	NPC464
Remote Similarity	0.6619	NPC2682
Remote Similarity	0.6597	NPC131118
Remote Similarity	0.6591	NPC469829
Remote Similarity	0.6578	NPC470484
Remote Similarity	0.6573	NPC258992
Remote Similarity	0.6573	NPC141090
Remote Similarity	0.6573	NPC150624
Remote Similarity	0.6569	NPC164576
Remote Similarity	0.6564	NPC184161
Remote Similarity	0.6552	NPC184302
Remote Similarity	0.6538	NPC471316
Remote Similarity	0.6536	NPC471953
Remote Similarity	0.6536	NPC274732
Remote Similarity	0.6536	NPC22928
Remote Similarity	0.6534	NPC469831
Remote Similarity	0.6531	NPC476633
Remote Similarity	0.6528	NPC323948
Remote Similarity	0.6524	NPC127402
Remote Similarity	0.6507	NPC41801
Remote Similarity	0.6503	NPC167934
Remote Similarity	0.6503	NPC808
Remote Similarity	0.65	NPC247298
Remote Similarity	0.6497	NPC299583
Remote Similarity	0.6494	NPC315631
Remote Similarity	0.6494	NPC228040
Remote Similarity	0.6491	NPC68328
Remote Similarity	0.6488	NPC315498
Remote Similarity	0.6488	NPC72291
Remote Similarity	0.6488	NPC230942
Remote Similarity	0.6486	NPC18128
Remote Similarity	0.6486	NPC77789
Remote Similarity	0.6485	NPC275027
Remote Similarity	0.6483	NPC190514
Remote Similarity	0.6483	NPC63083
Remote Similarity	0.6475	NPC245115
Remote Similarity	0.6471	NPC66815
Remote Similarity	0.6471	NPC127362
Remote Similarity	0.6471	NPC308885
Remote Similarity	0.6471	NPC255550
Remote Similarity	0.6461	NPC132751
Remote Similarity	0.646	NPC313414
Remote Similarity	0.6454	NPC166837
Remote Similarity	0.6448	NPC29472
Remote Similarity	0.6447	NPC471306
Remote Similarity	0.6447	NPC471321
Remote Similarity	0.6443	NPC38761
Remote Similarity	0.6443	NPC233526
Remote Similarity	0.6443	NPC76465
Remote Similarity	0.6443	NPC474160
Remote Similarity	0.6443	NPC282496
Remote Similarity	0.6443	NPC136319
Remote Similarity	0.6439	NPC16649
Remote Similarity	0.6438	NPC63628
Remote Similarity	0.6438	NPC178466
Remote Similarity	0.6434	NPC47422
Remote Similarity	0.6434	NPC180508
Remote Similarity	0.6434	NPC228287
Remote Similarity	0.6429	NPC19023
Remote Similarity	0.6429	NPC470392
Remote Similarity	0.6429	NPC208022
Remote Similarity	0.6429	NPC195766
Remote Similarity	0.6429	NPC206736
Remote Similarity	0.6424	NPC112596
Remote Similarity	0.6424	NPC82299
Remote Similarity	0.642	NPC245974
Remote Similarity	0.6414	NPC50521
Remote Similarity	0.6414	NPC221549
Remote Similarity	0.6414	NPC471498
Remote Similarity	0.6414	NPC471503
Remote Similarity	0.6414	NPC195466
Remote Similarity	0.6414	NPC244816
Remote Similarity	0.6407	NPC107602
Remote Similarity	0.6404	NPC62069
Remote Similarity	0.6403	NPC35543
Remote Similarity	0.64	NPC140521
Remote Similarity	0.64	NPC78446
Remote Similarity	0.64	NPC9475
Remote Similarity	0.64	NPC105513
Remote Similarity	0.6395	NPC321133
Remote Similarity	0.6395	NPC471504
Remote Similarity	0.6395	NPC473290
Remote Similarity	0.6395	NPC477888
Remote Similarity	0.6395	NPC263835
Remote Similarity	0.6389	NPC317254
Remote Similarity	0.6389	NPC222982
Remote Similarity	0.6385	NPC302546
Remote Similarity	0.6384	NPC260118
Remote Similarity	0.6384	NPC116096
Remote Similarity	0.6383	NPC474149
Remote Similarity	0.6383	NPC303521
Remote Similarity	0.6383	NPC9336
Remote Similarity	0.6383	NPC226914
Remote Similarity	0.6383	NPC94045
Remote Similarity	0.6382	NPC291847
Remote Similarity	0.6382	NPC473221
Remote Similarity	0.6379	NPC95412
Remote Similarity	0.6376	NPC36016
Remote Similarity	0.6376	NPC474864
Remote Similarity	0.6376	NPC100099
Remote Similarity	0.6374	NPC70340
Remote Similarity	0.6374	NPC19555
Remote Similarity	0.6369	NPC42591
Remote Similarity	0.6369	NPC291359
Remote Similarity	0.6364	NPC114102
Remote Similarity	0.6364	NPC276665
Remote Similarity	0.6364	NPC265473
Remote Similarity	0.6358	NPC298757
Remote Similarity	0.6358	NPC116907
Remote Similarity	0.6358	NPC102540
Remote Similarity	0.6358	NPC188022
Remote Similarity	0.6358	NPC203133
Remote Similarity	0.6358	NPC83241
Remote Similarity	0.6358	NPC57490
Remote Similarity	0.6358	NPC249836
Remote Similarity	0.6358	NPC475169
Remote Similarity	0.6358	NPC221077

Drug Structure

NPD5788 OpenBabel08211708292D 29 29 0 0 0 0 0 0 0 0999 V2000 -0.0000 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -0.5000 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 -0.8660 2.5000 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 0.8660 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -5.0000 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 -0.8660 -3.5000 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 -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 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 1.7321 1.0000 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 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 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 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.8660 1.5000 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 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 28 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 23 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 18 26 1 0 0 0 0 19 21 2 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 28 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 22 24 2 3 0 0 0 22 25 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000429
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	122327
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.29
ALogP	-1.5131
MLogP	3.44
XLogP	7.165
HDA	2
HBD	1
Rotatable Bonds	21
TPSA	60.28
RO5 Violation	2