NPASS drugs

Drug Information

Drug ID:	NPD5586
Drug Name:
Molecular Formula:	C23H27BrFNO2
Canonical SMILES:	C=CCN(CCCCCCOc1ccc(c(c1)F)C(=O)c1ccc(cc1)Br)C
Standard InCHI:	InChI=1S/C23H27BrFNO2/c1-3-14-26(2)15-6-4-5-7-16-28-20-12-13-21(22(25)17-20)23(27)18-8-10-19(24)11-9-18/h3,8-13,17H,1,4-7,14-16H2,2H3
Standard InCHIKey:	CMYCCJYVZIMDFU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5586

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	173
0.1-0.2	1194
0.2-0.3	3858
0.3-0.4	9001
0.4-0.5	3165
0.5-0.6	8925
0.6-0.7	4488
0.7-0.8	86
0.8-0.85	0
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	0.7905	NPC266425
Intermediate Similarity	0.7871	NPC296085
Intermediate Similarity	0.7786	NPC469954
Intermediate Similarity	0.7756	NPC71629
Intermediate Similarity	0.7755	NPC196034
Intermediate Similarity	0.7389	NPC138438
Intermediate Similarity	0.7389	NPC908
Intermediate Similarity	0.7357	NPC23332
Intermediate Similarity	0.7355	NPC471316
Intermediate Similarity	0.7324	NPC252004
Intermediate Similarity	0.7315	NPC470858
Intermediate Similarity	0.7312	NPC290404
Intermediate Similarity	0.7297	NPC141252
Intermediate Similarity	0.7297	NPC11799
Intermediate Similarity	0.729	NPC307682
Intermediate Similarity	0.7286	NPC183648
Intermediate Similarity	0.7267	NPC218323
Intermediate Similarity	0.7267	NPC305717
Intermediate Similarity	0.7262	NPC153631
Intermediate Similarity	0.7261	NPC470709
Intermediate Similarity	0.725	NPC469978
Intermediate Similarity	0.7222	NPC470860
Intermediate Similarity	0.7222	NPC214239
Intermediate Similarity	0.7208	NPC132308
Intermediate Similarity	0.72	NPC110131
Intermediate Similarity	0.72	NPC2771
Intermediate Similarity	0.7197	NPC254741
Intermediate Similarity	0.7197	NPC40321
Intermediate Similarity	0.719	NPC183348
Intermediate Similarity	0.719	NPC282230
Intermediate Similarity	0.7188	NPC80928
Intermediate Similarity	0.7181	NPC328267
Intermediate Similarity	0.7179	NPC125269
Intermediate Similarity	0.7178	NPC469539
Intermediate Similarity	0.7178	NPC469540
Intermediate Similarity	0.7171	NPC125887
Intermediate Similarity	0.7171	NPC2596
Intermediate Similarity	0.7171	NPC283079
Intermediate Similarity	0.7162	NPC314329
Intermediate Similarity	0.7143	NPC470977
Intermediate Similarity	0.7143	NPC196979
Intermediate Similarity	0.7143	NPC470976
Intermediate Similarity	0.7143	NPC15083
Intermediate Similarity	0.7134	NPC99854
Intermediate Similarity	0.7133	NPC221798
Intermediate Similarity	0.7125	NPC135349
Intermediate Similarity	0.7124	NPC66246
Intermediate Similarity	0.7124	NPC170546
Intermediate Similarity	0.7115	NPC292998
Intermediate Similarity	0.7115	NPC196708
Intermediate Similarity	0.7113	NPC57879
Intermediate Similarity	0.7107	NPC124269
Intermediate Similarity	0.7105	NPC37512
Intermediate Similarity	0.7103	NPC19290
Intermediate Similarity	0.7097	NPC284424
Intermediate Similarity	0.7091	NPC470710
Intermediate Similarity	0.7089	NPC240593
Intermediate Similarity	0.7078	NPC245395
Intermediate Similarity	0.7075	NPC35744
Intermediate Similarity	0.7075	NPC54243
Intermediate Similarity	0.7073	NPC470088
Intermediate Similarity	0.7073	NPC258222
Intermediate Similarity	0.7063	NPC11566
Intermediate Similarity	0.7051	NPC473655
Intermediate Similarity	0.7051	NPC101294
Intermediate Similarity	0.7048	NPC58661
Intermediate Similarity	0.7044	NPC259685
Intermediate Similarity	0.7044	NPC188879
Intermediate Similarity	0.7039	NPC177925
Intermediate Similarity	0.7039	NPC237868
Intermediate Similarity	0.7039	NPC474264
Intermediate Similarity	0.7037	NPC17760
Intermediate Similarity	0.7035	NPC472206
Intermediate Similarity	0.7032	NPC301717
Intermediate Similarity	0.703	NPC47672
Intermediate Similarity	0.7024	NPC476443
Intermediate Similarity	0.7024	NPC133817
Intermediate Similarity	0.7019	NPC472409
Intermediate Similarity	0.7013	NPC939
Intermediate Similarity	0.7013	NPC211120
Intermediate Similarity	0.7012	NPC153644
Intermediate Similarity	0.7007	NPC32298
Intermediate Similarity	0.7007	NPC293424
Intermediate Similarity	0.7006	NPC223354
Intermediate Similarity	0.7	NPC69403
Intermediate Similarity	0.7	NPC291189
Remote Similarity	0.6987	NPC183103
Remote Similarity	0.6987	NPC309717
Remote Similarity	0.6987	NPC278556
Remote Similarity	0.6987	NPC128348
Remote Similarity	0.6987	NPC164236
Remote Similarity	0.6987	NPC169766
Remote Similarity	0.6987	NPC189106
Remote Similarity	0.6987	NPC66384
Remote Similarity	0.6987	NPC112192
Remote Similarity	0.6986	NPC316062
Remote Similarity	0.6981	NPC471236
Remote Similarity	0.6981	NPC161196
Remote Similarity	0.6981	NPC160747
Remote Similarity	0.6981	NPC197766
Remote Similarity	0.6974	NPC473626
Remote Similarity	0.6974	NPC165556
Remote Similarity	0.6971	NPC303581
Remote Similarity	0.6971	NPC227683
Remote Similarity	0.6971	NPC67978
Remote Similarity	0.6962	NPC106606
Remote Similarity	0.6959	NPC264976
Remote Similarity	0.6959	NPC201284
Remote Similarity	0.6957	NPC136095
Remote Similarity	0.6954	NPC255253
Remote Similarity	0.6954	NPC474691
Remote Similarity	0.6954	NPC86469
Remote Similarity	0.6948	NPC50583
Remote Similarity	0.6943	NPC182428
Remote Similarity	0.6943	NPC229646
Remote Similarity	0.6939	NPC45104
Remote Similarity	0.6937	NPC62735
Remote Similarity	0.6937	NPC157855
Remote Similarity	0.6933	NPC147145
Remote Similarity	0.6933	NPC189908
Remote Similarity	0.6928	NPC474737
Remote Similarity	0.6928	NPC478189
Remote Similarity	0.6923	NPC470392
Remote Similarity	0.6923	NPC279596
Remote Similarity	0.6918	NPC163029
Remote Similarity	0.6918	NPC220540
Remote Similarity	0.6914	NPC110228
Remote Similarity	0.6914	NPC76445
Remote Similarity	0.6914	NPC6407
Remote Similarity	0.6914	NPC171094
Remote Similarity	0.6914	NPC78530
Remote Similarity	0.6914	NPC284550
Remote Similarity	0.6914	NPC188243
Remote Similarity	0.6914	NPC129853
Remote Similarity	0.6913	NPC263835
Remote Similarity	0.6913	NPC321133
Remote Similarity	0.6913	NPC246214
Remote Similarity	0.691	NPC327005
Remote Similarity	0.6909	NPC470019
Remote Similarity	0.6909	NPC161544
Remote Similarity	0.6909	NPC76412
Remote Similarity	0.6908	NPC89630
Remote Similarity	0.6908	NPC56332
Remote Similarity	0.6908	NPC107846
Remote Similarity	0.6905	NPC233926
Remote Similarity	0.6899	NPC27643
Remote Similarity	0.6894	NPC99333
Remote Similarity	0.6894	NPC280284
Remote Similarity	0.6894	NPC188947
Remote Similarity	0.6894	NPC17848
Remote Similarity	0.6893	NPC308267
Remote Similarity	0.689	NPC169591
Remote Similarity	0.689	NPC175504
Remote Similarity	0.689	NPC221432
Remote Similarity	0.689	NPC164980
Remote Similarity	0.689	NPC257097
Remote Similarity	0.689	NPC310130
Remote Similarity	0.689	NPC143896
Remote Similarity	0.689	NPC150408
Remote Similarity	0.689	NPC59522
Remote Similarity	0.689	NPC68104
Remote Similarity	0.689	NPC91560
Remote Similarity	0.689	NPC75049
Remote Similarity	0.689	NPC39329
Remote Similarity	0.689	NPC149026
Remote Similarity	0.6886	NPC119669
Remote Similarity	0.6883	NPC428300
Remote Similarity	0.6883	NPC298884
Remote Similarity	0.6879	NPC470859
Remote Similarity	0.6879	NPC474340
Remote Similarity	0.6875	NPC61546
Remote Similarity	0.6875	NPC129578
Remote Similarity	0.6875	NPC72452
Remote Similarity	0.6871	NPC28326
Remote Similarity	0.6871	NPC110969
Remote Similarity	0.6871	NPC103362
Remote Similarity	0.6871	NPC22467
Remote Similarity	0.6871	NPC3188
Remote Similarity	0.6867	NPC225245
Remote Similarity	0.686	NPC299582
Remote Similarity	0.686	NPC471541
Remote Similarity	0.6859	NPC327457
Remote Similarity	0.6859	NPC228184
Remote Similarity	0.6859	NPC247779
Remote Similarity	0.6859	NPC86774
Remote Similarity	0.6857	NPC38209
Remote Similarity	0.6855	NPC95485
Remote Similarity	0.6855	NPC286336
Remote Similarity	0.6855	NPC88065
Remote Similarity	0.6855	NPC89504
Remote Similarity	0.6852	NPC20709
Remote Similarity	0.6852	NPC140890
Remote Similarity	0.6852	NPC261234
Remote Similarity	0.6852	NPC310135
Remote Similarity	0.6852	NPC222342
Remote Similarity	0.6852	NPC265871
Remote Similarity	0.6852	NPC329203
Remote Similarity	0.6852	NPC225153
Remote Similarity	0.6852	NPC274784
Remote Similarity	0.6852	NPC150648

Drug Structure

NPD5586 OpenBabel08211708292D 28 29 0 0 0 0 0 0 0 0999 V2000 9.5263 0.5000 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 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 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 -2.5981 -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 -3.4641 -1.0000 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 1.7321 -1.0000 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 8.6603 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 0.5000 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 -3.4641 -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 0.0000 -1.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 2 26 1 0 0 0 0 3 14 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 26 1 0 0 0 0 15 26 1 0 0 0 0 16 28 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 22 25 1 0 0 0 0 23 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001226
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1949
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.12
ALogP	0.6564
MLogP	3.44
XLogP	6.26
HDA	2
HBD	0
Rotatable Bonds	15
TPSA	29.54
RO5 Violation	2