NPASS drugs

Drug Information

Drug ID:	NPD6944
Drug Name:
Molecular Formula:	C27H49N5O8
Canonical SMILES:	CCCCCCCCCCCC(=N[C@@H](C(=N[C@@H](C(=O)O)CCC(=N[C@H](C(=O)O)CCC[C@@H](C(=N)O)N)O)O)C)O
Standard InCHI:	InChI=1S/C27H49N5O8/c1-3-4-5-6-7-8-9-10-11-15-22(33)30-18(2)25(36)32-21(27(39)40)16-17-23(34)31-20(26(37)38)14-12-13-19(28)24(29)35/h18-21H,3-17,28H2,1-2H3,(H2,29,35)(H,30,33)(H,31,34)(H,32,36)(H,37,38)(H,39,40)/t18-,19+,20+,21-/m1/s1
Standard InCHIKey:	TUNXCNXMSJZNPO-IVAOSVALSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6944

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	48
0.1-0.2	4365
0.2-0.3	17036
0.3-0.4	7727
0.4-0.5	1267
0.5-0.6	326
0.6-0.7	86
0.7-0.8	30
0.8-0.85	5
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	0.8182	NPC320598
Intermediate Similarity	0.8182	NPC321536
Intermediate Similarity	0.8182	NPC254541
Intermediate Similarity	0.803	NPC189301
Intermediate Similarity	0.803	NPC176164
Intermediate Similarity	0.7917	NPC126779
Intermediate Similarity	0.7794	NPC143722
Intermediate Similarity	0.7727	NPC325985
Intermediate Similarity	0.7727	NPC38463
Intermediate Similarity	0.7576	NPC322573
Intermediate Similarity	0.7361	NPC174304
Intermediate Similarity	0.7361	NPC325597
Intermediate Similarity	0.7297	NPC319046
Intermediate Similarity	0.7297	NPC470110
Intermediate Similarity	0.7273	NPC190184
Intermediate Similarity	0.7273	NPC197087
Intermediate Similarity	0.7222	NPC289691
Intermediate Similarity	0.7162	NPC470109
Intermediate Similarity	0.7143	NPC327748
Intermediate Similarity	0.7143	NPC315897
Intermediate Similarity	0.7143	NPC317143
Intermediate Similarity	0.7143	NPC321468
Intermediate Similarity	0.7143	NPC316826
Intermediate Similarity	0.7125	NPC316242
Intermediate Similarity	0.7101	NPC278209
Intermediate Similarity	0.7083	NPC327252
Intermediate Similarity	0.7042	NPC329564
Intermediate Similarity	0.7042	NPC327170
Intermediate Similarity	0.7037	NPC478017
Intermediate Similarity	0.7037	NPC315131
Intermediate Similarity	0.7037	NPC315535
Intermediate Similarity	0.7027	NPC470108
Intermediate Similarity	0.7024	NPC155670
Intermediate Similarity	0.7024	NPC145748
Intermediate Similarity	0.7024	NPC95478
Remote Similarity	0.697	NPC319110
Remote Similarity	0.697	NPC329181
Remote Similarity	0.697	NPC50457
Remote Similarity	0.6941	NPC227051
Remote Similarity	0.6932	NPC477729
Remote Similarity	0.6857	NPC317147
Remote Similarity	0.6857	NPC318260
Remote Similarity	0.6818	NPC324825
Remote Similarity	0.6818	NPC112890
Remote Similarity	0.6818	NPC316231
Remote Similarity	0.6765	NPC263065
Remote Similarity	0.6765	NPC189178
Remote Similarity	0.6757	NPC315744
Remote Similarity	0.6753	NPC472579
Remote Similarity	0.6753	NPC473985
Remote Similarity	0.6753	NPC474298
Remote Similarity	0.6753	NPC474299
Remote Similarity	0.6753	NPC475808
Remote Similarity	0.6753	NPC28348
Remote Similarity	0.6709	NPC477643
Remote Similarity	0.6709	NPC477641
Remote Similarity	0.6709	NPC320865
Remote Similarity	0.6667	NPC476537
Remote Similarity	0.6667	NPC316889
Remote Similarity	0.6667	NPC216415
Remote Similarity	0.6667	NPC321118
Remote Similarity	0.6667	NPC314466
Remote Similarity	0.6625	NPC43219
Remote Similarity	0.6588	NPC53858
Remote Similarity	0.6588	NPC84128
Remote Similarity	0.6575	NPC68974
Remote Similarity	0.6543	NPC86064
Remote Similarity	0.65	NPC55274
Remote Similarity	0.6495	NPC325339
Remote Similarity	0.6495	NPC72401
Remote Similarity	0.6471	NPC273330
Remote Similarity	0.6471	NPC137958
Remote Similarity	0.6456	NPC477642
Remote Similarity	0.6456	NPC478256
Remote Similarity	0.6447	NPC278881
Remote Similarity	0.6429	NPC279661
Remote Similarity	0.6429	NPC473984
Remote Similarity	0.6429	NPC183845
Remote Similarity	0.6377	NPC29950
Remote Similarity	0.6377	NPC19576
Remote Similarity	0.6375	NPC306973
Remote Similarity	0.6375	NPC328457
Remote Similarity	0.6364	NPC297220
Remote Similarity	0.6338	NPC327831
Remote Similarity	0.6338	NPC2801
Remote Similarity	0.6316	NPC57420
Remote Similarity	0.631	NPC37681
Remote Similarity	0.6282	NPC118524
Remote Similarity	0.6267	NPC477644
Remote Similarity	0.625	NPC320936
Remote Similarity	0.6234	NPC262615
Remote Similarity	0.6232	NPC327239
Remote Similarity	0.622	NPC476248
Remote Similarity	0.622	NPC208657
Remote Similarity	0.6212	NPC327698
Remote Similarity	0.6212	NPC118459
Remote Similarity	0.6186	NPC132931
Remote Similarity	0.6176	NPC140872
Remote Similarity	0.6176	NPC93081
Remote Similarity	0.6143	NPC322946
Remote Similarity	0.6136	NPC477730
Remote Similarity	0.6133	NPC321419
Remote Similarity	0.6118	NPC191774
Remote Similarity	0.6087	NPC328378
Remote Similarity	0.6076	NPC222327
Remote Similarity	0.6076	NPC188231
Remote Similarity	0.6067	NPC472351
Remote Similarity	0.6064	NPC208537
Remote Similarity	0.6064	NPC270005
Remote Similarity	0.6061	NPC323974
Remote Similarity	0.6056	NPC474322
Remote Similarity	0.6053	NPC302188
Remote Similarity	0.6022	NPC159369
Remote Similarity	0.6022	NPC39290
Remote Similarity	0.6	NPC268927
Remote Similarity	0.6	NPC192025
Remote Similarity	0.6	NPC250953
Remote Similarity	0.6	NPC64250
Remote Similarity	0.6	NPC125253
Remote Similarity	0.6	NPC276928
Remote Similarity	0.6	NPC253975
Remote Similarity	0.5972	NPC270041
Remote Similarity	0.5955	NPC47135
Remote Similarity	0.5949	NPC325534
Remote Similarity	0.5942	NPC153370
Remote Similarity	0.5934	NPC83839
Remote Similarity	0.5926	NPC133183
Remote Similarity	0.5914	NPC292345
Remote Similarity	0.5909	NPC23984
Remote Similarity	0.5904	NPC141325
Remote Similarity	0.5897	NPC316674
Remote Similarity	0.5882	NPC128303
Remote Similarity	0.587	NPC477728
Remote Similarity	0.5867	NPC319279
Remote Similarity	0.5857	NPC245027
Remote Similarity	0.5857	NPC162620
Remote Similarity	0.5857	NPC84636
Remote Similarity	0.5857	NPC226027
Remote Similarity	0.5857	NPC80350
Remote Similarity	0.5857	NPC174246
Remote Similarity	0.5857	NPC43204
Remote Similarity	0.5857	NPC62045
Remote Similarity	0.5833	NPC123814
Remote Similarity	0.5833	NPC138435
Remote Similarity	0.5833	NPC329495
Remote Similarity	0.5825	NPC241394
Remote Similarity	0.5814	NPC59867
Remote Similarity	0.5802	NPC306696
Remote Similarity	0.5797	NPC289484
Remote Similarity	0.5797	NPC319709
Remote Similarity	0.5795	NPC157173
Remote Similarity	0.5778	NPC235078
Remote Similarity	0.5778	NPC474312
Remote Similarity	0.5769	NPC145627
Remote Similarity	0.5758	NPC241279
Remote Similarity	0.5758	NPC196924
Remote Similarity	0.5758	NPC307783
Remote Similarity	0.5758	NPC149184
Remote Similarity	0.5758	NPC216630
Remote Similarity	0.5758	NPC209970
Remote Similarity	0.5758	NPC171736
Remote Similarity	0.5745	NPC193386
Remote Similarity	0.5741	NPC474584
Remote Similarity	0.5735	NPC329263
Remote Similarity	0.5732	NPC474812
Remote Similarity	0.5732	NPC314273
Remote Similarity	0.5732	NPC193280
Remote Similarity	0.573	NPC475542
Remote Similarity	0.5728	NPC74035
Remote Similarity	0.5714	NPC199072
Remote Similarity	0.57	NPC220234
Remote Similarity	0.5698	NPC476130
Remote Similarity	0.5698	NPC476324
Remote Similarity	0.5696	NPC145658
Remote Similarity	0.5696	NPC226453
Remote Similarity	0.5696	NPC103130
Remote Similarity	0.5688	NPC471645
Remote Similarity	0.5672	NPC67462
Remote Similarity	0.5663	NPC476291
Remote Similarity	0.5663	NPC476285
Remote Similarity	0.5641	NPC118429
Remote Similarity	0.5638	NPC304454
Remote Similarity	0.5625	NPC477237
Remote Similarity	0.5606	NPC121517
Remote Similarity	0.5606	NPC326992
Remote Similarity	0.5606	NPC168375

Drug Structure

NPD6944 OpenBabel08211710072D 49 48 0 0 1 0 0 0 0 0999 V2000 -14.7224 -0.5000 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 -14.7224 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 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 -7.7942 2.5000 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 -2.0000 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 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 2 0 0 0 0 0 0 0 0 0 -6.0622 -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 -9.5263 2.5000 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 4.0000 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 -8.6603 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -6.0622 4.5000 0.0000 O 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 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 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 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 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 15 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 17 23 1 0 0 0 0 18 2 1 6 0 0 0 18 25 1 0 0 0 0 18 30 1 0 0 0 0 19 13 1 1 0 0 0 19 24 1 0 0 0 0 19 28 1 0 0 0 0 20 14 1 1 0 0 0 20 26 1 0 0 0 0 20 31 1 0 0 0 0 21 16 1 6 0 0 0 21 27 1 0 0 0 0 21 32 1 0 0 0 0 22 30 2 3 0 0 0 22 33 1 0 0 0 0 23 31 2 3 0 0 0 23 34 1 0 0 0 0 24 29 2 0 0 0 0 24 35 1 0 0 0 0 25 32 2 3 0 0 0 25 36 1 0 0 0 0 26 37 2 0 0 0 0 26 38 1 0 0 0 0 27 39 2 0 0 0 0 27 40 1 0 0 0 0 28 41 1 0 0 0 0 28 42 1 0 0 0 0 29 43 1 0 0 0 0 33 44 1 0 0 0 0 34 45 1 0 0 0 0 35 46 1 0 0 0 0 36 47 1 0 0 0 0 38 48 1 0 0 0 0 40 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013085
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	571.36
ALogP	-5.7561
MLogP	3
XLogP	2.003
HDA	13
HBD	8
Rotatable Bonds	33
TPSA	242.47
RO5 Violation	3