NPASS drugs

Drug Information

Drug ID:	NPD4003
Drug Name:	Efaproxiral
Molecular Formula:	C20H23NO4
Canonical SMILES:	OC(=Nc1cc(C)cc(c1)C)Cc1ccc(cc1)OC(C(=O)O)(C)C
Standard InCHI:	InChI=1S/C20H23NO4/c1-13-9-14(2)11-16(10-13)21-18(22)12-15-5-7-17(8-6-15)25-20(3,4)19(23)24/h5-11H,12H2,1-4H3,(H,21,22)(H,23,24)
Standard InCHIKey:	BNFRJXLZYUTIII-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4003

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	155
0.1-0.2	963
0.2-0.3	3306
0.3-0.4	9107
0.4-0.5	2825
0.5-0.6	11725
0.6-0.7	2761
0.7-0.8	48
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	0.7595	NPC132771
Intermediate Similarity	0.7593	NPC10730
Intermediate Similarity	0.7593	NPC10875
Intermediate Similarity	0.759	NPC314861
Intermediate Similarity	0.7548	NPC314113
Intermediate Similarity	0.7532	NPC313414
Intermediate Similarity	0.753	NPC204179
Intermediate Similarity	0.7434	NPC470392
Intermediate Similarity	0.7427	NPC168153
Intermediate Similarity	0.7378	NPC212699
Intermediate Similarity	0.7378	NPC207675
Intermediate Similarity	0.7349	NPC306366
Intermediate Similarity	0.7308	NPC314948
Intermediate Similarity	0.7305	NPC57105
Intermediate Similarity	0.7297	NPC471314
Intermediate Similarity	0.7297	NPC471315
Intermediate Similarity	0.7273	NPC56635
Intermediate Similarity	0.7246	NPC235628
Intermediate Similarity	0.7246	NPC231862
Intermediate Similarity	0.7213	NPC478049
Intermediate Similarity	0.7211	NPC263835
Intermediate Similarity	0.7184	NPC315631
Intermediate Similarity	0.7143	NPC19023
Intermediate Similarity	0.7143	NPC313466
Intermediate Similarity	0.7143	NPC43275
Intermediate Similarity	0.7143	NPC114102
Intermediate Similarity	0.7135	NPC313886
Intermediate Similarity	0.7127	NPC475411
Intermediate Similarity	0.7107	NPC189724
Intermediate Similarity	0.7107	NPC83289
Intermediate Similarity	0.7107	NPC212850
Intermediate Similarity	0.7103	NPC51345
Intermediate Similarity	0.7062	NPC260118
Intermediate Similarity	0.7047	NPC83279
Intermediate Similarity	0.7039	NPC28425
Intermediate Similarity	0.7037	NPC97004
Intermediate Similarity	0.7037	NPC136951
Intermediate Similarity	0.7037	NPC161155
Intermediate Similarity	0.7032	NPC45191
Intermediate Similarity	0.7027	NPC256369
Intermediate Similarity	0.7022	NPC469831
Intermediate Similarity	0.7022	NPC311936
Intermediate Similarity	0.7022	NPC192939
Intermediate Similarity	0.7022	NPC215747
Intermediate Similarity	0.702	NPC315632
Intermediate Similarity	0.7007	NPC323948
Intermediate Similarity	0.7006	NPC218530
Intermediate Similarity	0.7006	NPC265383
Remote Similarity	0.6994	NPC97282
Remote Similarity	0.6989	NPC9475
Remote Similarity	0.6987	NPC471953
Remote Similarity	0.6987	NPC93882
Remote Similarity	0.6987	NPC214869
Remote Similarity	0.6987	NPC130595
Remote Similarity	0.6983	NPC469829
Remote Similarity	0.6983	NPC119579
Remote Similarity	0.6981	NPC471316
Remote Similarity	0.698	NPC53596
Remote Similarity	0.698	NPC160120
Remote Similarity	0.698	NPC17388
Remote Similarity	0.698	NPC471308
Remote Similarity	0.698	NPC41801
Remote Similarity	0.698	NPC289330
Remote Similarity	0.6977	NPC19555
Remote Similarity	0.6974	NPC89630
Remote Similarity	0.6968	NPC52029
Remote Similarity	0.6968	NPC195749
Remote Similarity	0.6968	NPC35961
Remote Similarity	0.6966	NPC264782
Remote Similarity	0.6962	NPC473054
Remote Similarity	0.6949	NPC316161
Remote Similarity	0.6948	NPC473993
Remote Similarity	0.6948	NPC251571
Remote Similarity	0.6943	NPC313737
Remote Similarity	0.6943	NPC285078
Remote Similarity	0.6943	NPC6854
Remote Similarity	0.6933	NPC247298
Remote Similarity	0.6908	NPC14141
Remote Similarity	0.6905	NPC275027
Remote Similarity	0.6903	NPC217431
Remote Similarity	0.6903	NPC155838
Remote Similarity	0.6897	NPC151030
Remote Similarity	0.6897	NPC269383
Remote Similarity	0.6892	NPC183154
Remote Similarity	0.6892	NPC263754
Remote Similarity	0.6886	NPC219383
Remote Similarity	0.6886	NPC184161
Remote Similarity	0.6885	NPC296742
Remote Similarity	0.6883	NPC301713
Remote Similarity	0.6882	NPC291359
Remote Similarity	0.6871	NPC303370
Remote Similarity	0.6868	NPC469830
Remote Similarity	0.6868	NPC219170
Remote Similarity	0.6868	NPC180253
Remote Similarity	0.6864	NPC10221
Remote Similarity	0.6864	NPC18249
Remote Similarity	0.6864	NPC187028
Remote Similarity	0.6864	NPC305700
Remote Similarity	0.6864	NPC140915
Remote Similarity	0.6864	NPC197741
Remote Similarity	0.6863	NPC62101
Remote Similarity	0.6863	NPC95733
Remote Similarity	0.6859	NPC473987
Remote Similarity	0.6857	NPC471604
Remote Similarity	0.6857	NPC310894
Remote Similarity	0.6851	NPC276060
Remote Similarity	0.6848	NPC245974
Remote Similarity	0.6845	NPC52475
Remote Similarity	0.6842	NPC311357
Remote Similarity	0.6839	NPC101372
Remote Similarity	0.6835	NPC169766
Remote Similarity	0.6831	NPC22928
Remote Similarity	0.6831	NPC224293
Remote Similarity	0.6818	NPC29477
Remote Similarity	0.6815	NPC308885
Remote Similarity	0.6815	NPC255550
Remote Similarity	0.6813	NPC126637
Remote Similarity	0.6806	NPC159101
Remote Similarity	0.6805	NPC18614
Remote Similarity	0.68	NPC264976
Remote Similarity	0.6798	NPC474902
Remote Similarity	0.6797	NPC211218
Remote Similarity	0.6795	NPC283079
Remote Similarity	0.6793	NPC112676
Remote Similarity	0.6782	NPC127362
Remote Similarity	0.6776	NPC69213
Remote Similarity	0.6771	NPC473422
Remote Similarity	0.677	NPC312770
Remote Similarity	0.677	NPC41473
Remote Similarity	0.677	NPC160607
Remote Similarity	0.677	NPC14600
Remote Similarity	0.677	NPC204848
Remote Similarity	0.6768	NPC323798
Remote Similarity	0.6768	NPC178466
Remote Similarity	0.6768	NPC63628
Remote Similarity	0.6758	NPC315542
Remote Similarity	0.6757	NPC296526
Remote Similarity	0.6755	NPC321133
Remote Similarity	0.6753	NPC325013
Remote Similarity	0.6752	NPC241354
Remote Similarity	0.675	NPC6570
Remote Similarity	0.6748	NPC195814
Remote Similarity	0.6731	NPC153990
Remote Similarity	0.6731	NPC186898
Remote Similarity	0.673	NPC105541
Remote Similarity	0.673	NPC297584
Remote Similarity	0.6728	NPC299583
Remote Similarity	0.6728	NPC155963
Remote Similarity	0.6728	NPC36434
Remote Similarity	0.6726	NPC182119
Remote Similarity	0.6723	NPC49315
Remote Similarity	0.6722	NPC271958
Remote Similarity	0.6722	NPC45112
Remote Similarity	0.6722	NPC263507
Remote Similarity	0.6722	NPC134413
Remote Similarity	0.6711	NPC258992
Remote Similarity	0.6709	NPC326966
Remote Similarity	0.6709	NPC32463
Remote Similarity	0.6709	NPC475102
Remote Similarity	0.6707	NPC277857
Remote Similarity	0.6707	NPC115144
Remote Similarity	0.6705	NPC257354
Remote Similarity	0.6705	NPC196091
Remote Similarity	0.6703	NPC477392
Remote Similarity	0.6703	NPC315934
Remote Similarity	0.6702	NPC108847
Remote Similarity	0.6688	NPC478215
Remote Similarity	0.6688	NPC473942
Remote Similarity	0.6688	NPC470887
Remote Similarity	0.6688	NPC110313
Remote Similarity	0.6688	NPC325651
Remote Similarity	0.6688	NPC226661
Remote Similarity	0.6687	NPC298821
Remote Similarity	0.6687	NPC202743
Remote Similarity	0.6687	NPC151946
Remote Similarity	0.6685	NPC232872
Remote Similarity	0.6685	NPC314025
Remote Similarity	0.6685	NPC312872
Remote Similarity	0.6667	NPC292143
Remote Similarity	0.6667	NPC471032
Remote Similarity	0.6667	NPC126515
Remote Similarity	0.6667	NPC472331
Remote Similarity	0.6667	NPC120225
Remote Similarity	0.6667	NPC274002
Remote Similarity	0.6667	NPC213552
Remote Similarity	0.6667	NPC139506
Remote Similarity	0.6667	NPC28510
Remote Similarity	0.6667	NPC474862
Remote Similarity	0.6667	NPC274732
Remote Similarity	0.6667	NPC477391
Remote Similarity	0.6667	NPC244866
Remote Similarity	0.6667	NPC470935
Remote Similarity	0.6667	NPC476353
Remote Similarity	0.6649	NPC29472
Remote Similarity	0.6648	NPC314213
Remote Similarity	0.6648	NPC314656
Remote Similarity	0.6648	NPC477115
Remote Similarity	0.6646	NPC131950
Remote Similarity	0.6646	NPC312881
Remote Similarity	0.6646	NPC123761

Drug Structure

NPD4003 OpenBabel08211704332D 27 28 0 0 0 0 0 0 0 0999 V2000 -0.8660 2.5000 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 7.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 1.8660 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 -0.5000 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 5.1962 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 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 -0.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 8.6603 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 14 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 13 1 0 0 0 0 10 16 2 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 3 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006716
DrugBank	DB08486
ChEMBL	CHEMBL18901
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	131179-95-8

Drug Properties

Molecular Weight	341.16
ALogP	1.4374
MLogP	3.11
XLogP	5.165
HDA	4
HBD	2
Rotatable Bonds	12
TPSA	79.12
RO5 Violation	1