NPASS drugs

Drug Information

Drug ID:	NPD3359
Drug Name:
Molecular Formula:	C19H20BrN2O4P
Canonical SMILES:	CCOP(=O)(Cc1ccc(cc1)C(=Nc1ccc(cc1C#N)Br)O)OCC
Standard InCHI:	InChI=1S/C19H20BrN2O4P/c1-3-25-27(24,26-4-2)13-14-5-7-15(8-6-14)19(23)22-18-10-9-17(20)11-16(18)12-21/h5-11H,3-4,13H2,1-2H3,(H,22,23)
Standard InCHIKey:	KPRTURMJVWXURQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3359

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	171
0.1-0.2	1556
0.2-0.3	9164
0.3-0.4	9792
0.4-0.5	9121
0.5-0.6	1061
0.6-0.7	25
0.7-0.8	0
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
Remote Similarity	0.6897	NPC147957
Remote Similarity	0.6738	NPC37584
Remote Similarity	0.6601	NPC325013
Remote Similarity	0.6478	NPC184437
Remote Similarity	0.6474	NPC197680
Remote Similarity	0.6474	NPC259098
Remote Similarity	0.6369	NPC101372
Remote Similarity	0.6364	NPC211551
Remote Similarity	0.6352	NPC476689
Remote Similarity	0.6352	NPC476687
Remote Similarity	0.6352	NPC476685
Remote Similarity	0.631	NPC254798
Remote Similarity	0.6289	NPC474091
Remote Similarity	0.625	NPC473724
Remote Similarity	0.6242	NPC314113
Remote Similarity	0.6226	NPC226662
Remote Similarity	0.6224	NPC178681
Remote Similarity	0.6214	NPC33168
Remote Similarity	0.62	NPC205652
Remote Similarity	0.6159	NPC126637
Remote Similarity	0.6159	NPC166667
Remote Similarity	0.6149	NPC475735
Remote Similarity	0.6108	NPC474128
Remote Similarity	0.6093	NPC470550
Remote Similarity	0.6014	NPC78154
Remote Similarity	0.5989	NPC291359
Remote Similarity	0.5988	NPC99280
Remote Similarity	0.5977	NPC184161
Remote Similarity	0.5966	NPC10730
Remote Similarity	0.5966	NPC10875
Remote Similarity	0.5943	NPC471132
Remote Similarity	0.5939	NPC303993
Remote Similarity	0.5922	NPC289776
Remote Similarity	0.5922	NPC191863
Remote Similarity	0.5922	NPC133470
Remote Similarity	0.5921	NPC1986
Remote Similarity	0.5921	NPC474544
Remote Similarity	0.59	NPC470505
Remote Similarity	0.5887	NPC476483
Remote Similarity	0.5886	NPC219383
Remote Similarity	0.5875	NPC205946
Remote Similarity	0.5875	NPC4974
Remote Similarity	0.5866	NPC235628
Remote Similarity	0.5854	NPC313466
Remote Similarity	0.5848	NPC477890
Remote Similarity	0.5843	NPC120114
Remote Similarity	0.5843	NPC71888
Remote Similarity	0.5833	NPC213471
Remote Similarity	0.5833	NPC476231
Remote Similarity	0.5829	NPC258222
Remote Similarity	0.5824	NPC109447
Remote Similarity	0.5824	NPC19555
Remote Similarity	0.5816	NPC265521
Remote Similarity	0.5815	NPC158129
Remote Similarity	0.5808	NPC159589
Remote Similarity	0.5802	NPC476950
Remote Similarity	0.5799	NPC243162
Remote Similarity	0.5797	NPC198747
Remote Similarity	0.5787	NPC477889
Remote Similarity	0.5774	NPC309667
Remote Similarity	0.5771	NPC288445
Remote Similarity	0.5761	NPC257354
Remote Similarity	0.5756	NPC78530
Remote Similarity	0.5756	NPC472103
Remote Similarity	0.5756	NPC135349
Remote Similarity	0.5733	NPC76327
Remote Similarity	0.5722	NPC103250
Remote Similarity	0.5722	NPC471743
Remote Similarity	0.5722	NPC121903
Remote Similarity	0.5714	NPC300596
Remote Similarity	0.5714	NPC189116
Remote Similarity	0.5714	NPC237649
Remote Similarity	0.5706	NPC210950
Remote Similarity	0.5706	NPC47672
Remote Similarity	0.5706	NPC199738
Remote Similarity	0.5706	NPC475432
Remote Similarity	0.5698	NPC60553
Remote Similarity	0.5698	NPC156311
Remote Similarity	0.5696	NPC43275
Remote Similarity	0.5695	NPC153690
Remote Similarity	0.569	NPC259678
Remote Similarity	0.569	NPC472100
Remote Similarity	0.5689	NPC163810
Remote Similarity	0.5684	NPC260118
Remote Similarity	0.5683	NPC471130
Remote Similarity	0.568	NPC475132
Remote Similarity	0.568	NPC474587
Remote Similarity	0.5679	NPC474926
Remote Similarity	0.5676	NPC477888
Remote Similarity	0.5674	NPC172128
Remote Similarity	0.5671	NPC477839
Remote Similarity	0.5669	NPC38458
Remote Similarity	0.5669	NPC311737
Remote Similarity	0.5667	NPC211525
Remote Similarity	0.5667	NPC153694
Remote Similarity	0.5659	NPC88970
Remote Similarity	0.5658	NPC255721
Remote Similarity	0.5654	NPC215747
Remote Similarity	0.5654	NPC192939
Remote Similarity	0.5652	NPC471314
Remote Similarity	0.5652	NPC471315
Remote Similarity	0.5652	NPC278887
Remote Similarity	0.5647	NPC475293
Remote Similarity	0.5647	NPC181527
Remote Similarity	0.5641	NPC222982
Remote Similarity	0.564	NPC470090
Remote Similarity	0.5638	NPC134586
Remote Similarity	0.5638	NPC168153
Remote Similarity	0.5632	NPC470824
Remote Similarity	0.5632	NPC265383
Remote Similarity	0.5629	NPC474753
Remote Similarity	0.5621	NPC9336
Remote Similarity	0.5617	NPC317758
Remote Similarity	0.5615	NPC34508
Remote Similarity	0.5611	NPC233926
Remote Similarity	0.5608	NPC211997
Remote Similarity	0.5605	NPC82963
Remote Similarity	0.5604	NPC27904
Remote Similarity	0.5603	NPC470877
Remote Similarity	0.5602	NPC316746

Drug Structure

NPD3359 OpenBabel08211703112D 28 29 0 0 0 0 0 0 0 0999 V2000 2.5000 -0.8660 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 1.5000 -0.8660 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 1.0000 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 -2.5981 1.5000 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 -6.0622 4.5000 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 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 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 1.5000 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 -4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 21 3 0 0 0 0 13 14 1 0 0 0 0 13 27 1 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 22 2 3 0 0 0 19 23 1 0 0 0 0 23 28 1 0 0 0 0 24 27 2 0 0 0 0 25 27 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010839
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	450.03
ALogP	1.1277
MLogP	2.67
XLogP	4.57
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	101.72
RO5 Violation	0