NPASS drugs

Drug Information

Drug ID:	NPD5611
Drug Name:	Terbogrel
Molecular Formula:	C23H27N5O2
Canonical SMILES:	N#CN=C(NC(C)(C)C)Nc1cccc(c1)/C(=CCCCC(=O)O)/c1cccnc1
Standard InCHI:	InChI=1S/C23H27N5O2/c1-23(2,3)28-22(26-16-24)27-19-10-6-8-17(14-19)20(11-4-5-12-21(29)30)18-9-7-13-25-15-18/h6-11,13-15H,4-5,12H2,1-3H3,(H,29,30)(H2,26,27,28)/b20-11+
Standard InCHIKey:	XUTLOCQNGLJNSA-RGVLZGJSSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5611

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	182
0.1-0.2	1777
0.2-0.3	10794
0.3-0.4	13167
0.4-0.5	2136
0.5-0.6	1727
0.6-0.7	985
0.7-0.8	122
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	0.7742	NPC471322
Intermediate Similarity	0.7614	NPC213468
Intermediate Similarity	0.7514	NPC78020
Intermediate Similarity	0.75	NPC267885
Intermediate Similarity	0.7484	NPC471313
Intermediate Similarity	0.7484	NPC471311
Intermediate Similarity	0.7468	NPC322488
Intermediate Similarity	0.7452	NPC282398
Intermediate Similarity	0.7443	NPC203468
Intermediate Similarity	0.7443	NPC149155
Intermediate Similarity	0.7443	NPC469938
Intermediate Similarity	0.7443	NPC110500
Intermediate Similarity	0.744	NPC469760
Intermediate Similarity	0.744	NPC259644
Intermediate Similarity	0.744	NPC25008
Intermediate Similarity	0.744	NPC469765
Intermediate Similarity	0.744	NPC73952
Intermediate Similarity	0.744	NPC469786
Intermediate Similarity	0.744	NPC469763
Intermediate Similarity	0.7416	NPC248041
Intermediate Similarity	0.7416	NPC126709
Intermediate Similarity	0.7396	NPC212376
Intermediate Similarity	0.7396	NPC70922
Intermediate Similarity	0.7396	NPC211572
Intermediate Similarity	0.7396	NPC80597
Intermediate Similarity	0.7396	NPC75540
Intermediate Similarity	0.7394	NPC314372
Intermediate Similarity	0.7382	NPC473376
Intermediate Similarity	0.7377	NPC321708
Intermediate Similarity	0.7363	NPC62749
Intermediate Similarity	0.7363	NPC235684
Intermediate Similarity	0.7356	NPC49217
Intermediate Similarity	0.7325	NPC89490
Intermediate Similarity	0.7318	NPC283219
Intermediate Similarity	0.731	NPC469762
Intermediate Similarity	0.7296	NPC101165
Intermediate Similarity	0.7296	NPC256893
Intermediate Similarity	0.7283	NPC470203
Intermediate Similarity	0.7278	NPC475105
Intermediate Similarity	0.7278	NPC475090
Intermediate Similarity	0.7278	NPC329896
Intermediate Similarity	0.7278	NPC16659
Intermediate Similarity	0.7273	NPC190296
Intermediate Similarity	0.7268	NPC94752
Intermediate Similarity	0.7263	NPC145885
Intermediate Similarity	0.7263	NPC14113
Intermediate Similarity	0.7263	NPC111275
Intermediate Similarity	0.7263	NPC84827
Intermediate Similarity	0.7257	NPC160105
Intermediate Similarity	0.7257	NPC49954
Intermediate Similarity	0.7257	NPC474561
Intermediate Similarity	0.7253	NPC228835
Intermediate Similarity	0.7251	NPC469785
Intermediate Similarity	0.7244	NPC245244
Intermediate Similarity	0.7244	NPC166424
Intermediate Similarity	0.7244	NPC146373
Intermediate Similarity	0.7241	NPC311276
Intermediate Similarity	0.7238	NPC71037
Intermediate Similarity	0.7226	NPC290094
Intermediate Similarity	0.7225	NPC470204
Intermediate Similarity	0.7222	NPC55772
Intermediate Similarity	0.7222	NPC265710
Intermediate Similarity	0.7222	NPC248462
Intermediate Similarity	0.7219	NPC105818
Intermediate Similarity	0.7219	NPC24678
Intermediate Similarity	0.7213	NPC280290
Intermediate Similarity	0.7209	NPC129721
Intermediate Similarity	0.7191	NPC477976
Intermediate Similarity	0.7188	NPC324611
Intermediate Similarity	0.7184	NPC282231
Intermediate Similarity	0.7151	NPC317054
Intermediate Similarity	0.7143	NPC143872
Intermediate Similarity	0.7143	NPC40779
Intermediate Similarity	0.7127	NPC11126
Intermediate Similarity	0.7126	NPC279918
Intermediate Similarity	0.7124	NPC91958
Intermediate Similarity	0.7119	NPC63751
Intermediate Similarity	0.7117	NPC29702
Intermediate Similarity	0.7101	NPC477974
Intermediate Similarity	0.71	NPC147983
Intermediate Similarity	0.71	NPC177996
Intermediate Similarity	0.7095	NPC314603
Intermediate Similarity	0.7089	NPC202957
Intermediate Similarity	0.7089	NPC169625
Intermediate Similarity	0.7085	NPC54744
Intermediate Similarity	0.7083	NPC159856
Intermediate Similarity	0.7079	NPC194411
Intermediate Similarity	0.7074	NPC304187
Intermediate Similarity	0.7074	NPC477166
Intermediate Similarity	0.7074	NPC477167
Intermediate Similarity	0.7074	NPC473342
Intermediate Similarity	0.7073	NPC314102
Intermediate Similarity	0.7073	NPC65408
Intermediate Similarity	0.7073	NPC471312
Intermediate Similarity	0.7073	NPC251722
Intermediate Similarity	0.7072	NPC473380
Intermediate Similarity	0.7072	NPC240088
Intermediate Similarity	0.707	NPC27740
Intermediate Similarity	0.7065	NPC285923
Intermediate Similarity	0.7062	NPC41717
Intermediate Similarity	0.7059	NPC240136
Intermediate Similarity	0.7059	NPC297486
Intermediate Similarity	0.7059	NPC471402
Intermediate Similarity	0.7048	NPC469780
Intermediate Similarity	0.7048	NPC469761
Intermediate Similarity	0.7048	NPC469768
Intermediate Similarity	0.7048	NPC469767
Intermediate Similarity	0.7048	NPC469779
Intermediate Similarity	0.7048	NPC469784
Intermediate Similarity	0.7048	NPC469783
Intermediate Similarity	0.7045	NPC194640
Intermediate Similarity	0.7043	NPC17059
Intermediate Similarity	0.7033	NPC219336
Intermediate Similarity	0.7024	NPC64216
Intermediate Similarity	0.7022	NPC201700
Intermediate Similarity	0.701	NPC476874
Intermediate Similarity	0.7006	NPC46358
Intermediate Similarity	0.7006	NPC469766
Intermediate Similarity	0.7006	NPC477975
Intermediate Similarity	0.7005	NPC213629
Intermediate Similarity	0.7	NPC471957
Intermediate Similarity	0.7	NPC105811
Remote Similarity	0.6994	NPC209362
Remote Similarity	0.6989	NPC315555
Remote Similarity	0.6989	NPC225018
Remote Similarity	0.6988	NPC73767
Remote Similarity	0.6982	NPC204141
Remote Similarity	0.6982	NPC467188
Remote Similarity	0.6978	NPC15573
Remote Similarity	0.6978	NPC68354
Remote Similarity	0.6978	NPC248454
Remote Similarity	0.6978	NPC183662
Remote Similarity	0.6978	NPC217372
Remote Similarity	0.6978	NPC64436
Remote Similarity	0.6978	NPC59269
Remote Similarity	0.6977	NPC470233
Remote Similarity	0.6971	NPC56765
Remote Similarity	0.6971	NPC135141
Remote Similarity	0.6971	NPC92796
Remote Similarity	0.697	NPC84911
Remote Similarity	0.6966	NPC54988
Remote Similarity	0.6962	NPC476322
Remote Similarity	0.6961	NPC275305
Remote Similarity	0.6961	NPC37423
Remote Similarity	0.6949	NPC469813
Remote Similarity	0.6949	NPC476446
Remote Similarity	0.6949	NPC78375
Remote Similarity	0.6943	NPC293917
Remote Similarity	0.6932	NPC122141
Remote Similarity	0.6932	NPC131718
Remote Similarity	0.6931	NPC117244
Remote Similarity	0.6931	NPC473763
Remote Similarity	0.6927	NPC473317
Remote Similarity	0.6927	NPC272483
Remote Similarity	0.6927	NPC262898
Remote Similarity	0.6923	NPC471323
Remote Similarity	0.6919	NPC469358
Remote Similarity	0.6915	NPC175474
Remote Similarity	0.6914	NPC213914
Remote Similarity	0.6914	NPC286427
Remote Similarity	0.6911	NPC195239
Remote Similarity	0.6911	NPC157828
Remote Similarity	0.6909	NPC261195
Remote Similarity	0.6909	NPC29886
Remote Similarity	0.6909	NPC96102
Remote Similarity	0.6909	NPC328029
Remote Similarity	0.6906	NPC313791
Remote Similarity	0.6903	NPC143603
Remote Similarity	0.6901	NPC179787
Remote Similarity	0.6901	NPC201380
Remote Similarity	0.69	NPC320968
Remote Similarity	0.6886	NPC316811
Remote Similarity	0.6886	NPC32002
Remote Similarity	0.6886	NPC315348
Remote Similarity	0.6886	NPC110126
Remote Similarity	0.6885	NPC157583
Remote Similarity	0.6882	NPC108011
Remote Similarity	0.6882	NPC207851
Remote Similarity	0.6882	NPC467063
Remote Similarity	0.6879	NPC265605
Remote Similarity	0.6879	NPC182570
Remote Similarity	0.6879	NPC48564
Remote Similarity	0.6879	NPC70406
Remote Similarity	0.6878	NPC95783
Remote Similarity	0.6875	NPC179701
Remote Similarity	0.6875	NPC41257
Remote Similarity	0.6875	NPC11445
Remote Similarity	0.6875	NPC230869
Remote Similarity	0.6867	NPC114310
Remote Similarity	0.6867	NPC150259
Remote Similarity	0.6867	NPC105127
Remote Similarity	0.6866	NPC6865
Remote Similarity	0.6866	NPC153980
Remote Similarity	0.6862	NPC278434
Remote Similarity	0.686	NPC321911
Remote Similarity	0.6854	NPC90723
Remote Similarity	0.6848	NPC215795
Remote Similarity	0.6848	NPC176199
Remote Similarity	0.6845	NPC279081
Remote Similarity	0.6842	NPC63545

Drug Structure

NPD5611 OpenBabel08211708292D 33 34 0 0 0 0 0 0 0 0999 V2000 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.3660 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 2.5981 -4.5000 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 2.5981 -0.5000 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 -0.5000 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 -5.0000 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 -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 4.3301 -4.5000 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 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 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 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 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 6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -6.5000 0.0000 O 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 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 20 2 0 0 0 0 12 21 1 0 0 0 0 13 25 2 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 25 1 0 0 0 0 16 24 3 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 27 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 26 2 3 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 23 28 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000316
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6449876
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.22
ALogP	0.7338
MLogP	3.22
XLogP	5.106
HDA	7
HBD	3
Rotatable Bonds	14
TPSA	110.4
RO5 Violation	1