NPASS drugs

Drug Information

Drug ID:	NPD3791
Drug Name:
Molecular Formula:	C20H17ClN3O3P
Canonical SMILES:	N#C/C=C/c1cc(C)cc(c1)[P@](=O)(c1c([nH]c2c1cc(Cl)cc2)C(=N)O)OC
Standard InCHI:	InChI=1S/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/b4-3+/t28-/m1/s1
Standard InCHIKey:	CGBYTKOSZYQOPV-ASSBYYIWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3791

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	347
0.1-0.2	2863
0.2-0.3	10313
0.3-0.4	12518
0.4-0.5	2663
0.5-0.6	1301
0.6-0.7	823
0.7-0.8	62
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	0.7853	NPC141353
Intermediate Similarity	0.7713	NPC192270
Intermediate Similarity	0.7647	NPC293472
Intermediate Similarity	0.7594	NPC288785
Intermediate Similarity	0.7487	NPC34508
Intermediate Similarity	0.7435	NPC314394
Intermediate Similarity	0.7391	NPC16667
Intermediate Similarity	0.7374	NPC124005
Intermediate Similarity	0.7363	NPC285469
Intermediate Similarity	0.7358	NPC190007
Intermediate Similarity	0.7345	NPC242556
Intermediate Similarity	0.7337	NPC473320
Intermediate Similarity	0.733	NPC472443
Intermediate Similarity	0.733	NPC88363
Intermediate Similarity	0.733	NPC270009
Intermediate Similarity	0.732	NPC94943
Intermediate Similarity	0.7313	NPC476175
Intermediate Similarity	0.7308	NPC38736
Intermediate Similarity	0.7308	NPC471458
Intermediate Similarity	0.7308	NPC207726
Intermediate Similarity	0.7278	NPC187951
Intermediate Similarity	0.7278	NPC37548
Intermediate Similarity	0.7231	NPC476319
Intermediate Similarity	0.7231	NPC473189
Intermediate Similarity	0.7216	NPC212535
Intermediate Similarity	0.7216	NPC472444
Intermediate Similarity	0.7213	NPC470507
Intermediate Similarity	0.7211	NPC474409
Intermediate Similarity	0.7208	NPC128751
Intermediate Similarity	0.7208	NPC246700
Intermediate Similarity	0.7198	NPC61637
Intermediate Similarity	0.7196	NPC280548
Intermediate Similarity	0.7189	NPC67056
Intermediate Similarity	0.7174	NPC184476
Intermediate Similarity	0.7172	NPC106833
Intermediate Similarity	0.7172	NPC469497
Intermediate Similarity	0.7167	NPC129042
Intermediate Similarity	0.7158	NPC158129
Intermediate Similarity	0.7151	NPC131718
Intermediate Similarity	0.7143	NPC128823
Intermediate Similarity	0.7129	NPC243834
Intermediate Similarity	0.7129	NPC70956
Intermediate Similarity	0.7128	NPC470508
Intermediate Similarity	0.7128	NPC48938
Intermediate Similarity	0.711	NPC475450
Intermediate Similarity	0.7083	NPC472586
Intermediate Similarity	0.7079	NPC205403
Intermediate Similarity	0.7074	NPC476118
Intermediate Similarity	0.7074	NPC271734
Intermediate Similarity	0.7074	NPC102423
Intermediate Similarity	0.7062	NPC72980
Intermediate Similarity	0.7053	NPC317430
Intermediate Similarity	0.7053	NPC63751
Intermediate Similarity	0.7044	NPC153042
Intermediate Similarity	0.7043	NPC299594
Intermediate Similarity	0.7035	NPC46413
Intermediate Similarity	0.7035	NPC242928
Intermediate Similarity	0.7031	NPC313791
Intermediate Similarity	0.7014	NPC267853
Intermediate Similarity	0.7005	NPC477135
Intermediate Similarity	0.7	NPC474561
Intermediate Similarity	0.7	NPC49954
Remote Similarity	0.6995	NPC189812
Remote Similarity	0.6995	NPC329688
Remote Similarity	0.6994	NPC473587
Remote Similarity	0.6984	NPC194640
Remote Similarity	0.6984	NPC311276
Remote Similarity	0.6982	NPC244897
Remote Similarity	0.698	NPC106937
Remote Similarity	0.6973	NPC469786
Remote Similarity	0.6973	NPC469765
Remote Similarity	0.6973	NPC469763
Remote Similarity	0.6973	NPC469760
Remote Similarity	0.6973	NPC73952
Remote Similarity	0.6973	NPC25008
Remote Similarity	0.6973	NPC259644
Remote Similarity	0.6963	NPC154293
Remote Similarity	0.6961	NPC141454
Remote Similarity	0.6959	NPC134586
Remote Similarity	0.6955	NPC192712
Remote Similarity	0.6954	NPC475428
Remote Similarity	0.6954	NPC19679
Remote Similarity	0.6952	NPC469762
Remote Similarity	0.695	NPC221873
Remote Similarity	0.6946	NPC195314
Remote Similarity	0.6939	NPC198339
Remote Similarity	0.6937	NPC315062
Remote Similarity	0.6936	NPC473762
Remote Similarity	0.6935	NPC80597
Remote Similarity	0.6935	NPC160381
Remote Similarity	0.6935	NPC75540
Remote Similarity	0.6935	NPC70922
Remote Similarity	0.6935	NPC211572
Remote Similarity	0.6935	NPC212376
Remote Similarity	0.6931	NPC99666
Remote Similarity	0.6931	NPC282231
Remote Similarity	0.6923	NPC211997
Remote Similarity	0.692	NPC316411
Remote Similarity	0.6915	NPC230869
Remote Similarity	0.6914	NPC179365
Remote Similarity	0.6911	NPC160105
Remote Similarity	0.6904	NPC474798
Remote Similarity	0.6898	NPC469785
Remote Similarity	0.6895	NPC472587
Remote Similarity	0.6895	NPC162799
Remote Similarity	0.6893	NPC32200
Remote Similarity	0.6892	NPC472844
Remote Similarity	0.6891	NPC6982
Remote Similarity	0.6884	NPC15102
Remote Similarity	0.6878	NPC279918
Remote Similarity	0.6875	NPC473930
Remote Similarity	0.6875	NPC475112
Remote Similarity	0.6875	NPC475085
Remote Similarity	0.6875	NPC291535
Remote Similarity	0.6875	NPC201700
Remote Similarity	0.6872	NPC56618
Remote Similarity	0.6865	NPC24678
Remote Similarity	0.6865	NPC105818
Remote Similarity	0.6857	NPC476106
Remote Similarity	0.6856	NPC472123
Remote Similarity	0.6853	NPC314919
Remote Similarity	0.6842	NPC165599
Remote Similarity	0.6842	NPC223427
Remote Similarity	0.6837	NPC59269
Remote Similarity	0.6834	NPC284678
Remote Similarity	0.6833	NPC112547
Remote Similarity	0.6825	NPC135141
Remote Similarity	0.6825	NPC193777
Remote Similarity	0.6825	NPC92796
Remote Similarity	0.6825	NPC283117
Remote Similarity	0.6823	NPC54988
Remote Similarity	0.6821	NPC250361
Remote Similarity	0.6808	NPC5145
Remote Similarity	0.68	NPC323198
Remote Similarity	0.68	NPC314002
Remote Similarity	0.6789	NPC473179
Remote Similarity	0.6779	NPC249040
Remote Similarity	0.6776	NPC204303
Remote Similarity	0.6774	NPC293151
Remote Similarity	0.6769	NPC97525
Remote Similarity	0.6769	NPC314603
Remote Similarity	0.6768	NPC478032
Remote Similarity	0.6766	NPC171171
Remote Similarity	0.6763	NPC72211
Remote Similarity	0.6758	NPC132642
Remote Similarity	0.6758	NPC60553
Remote Similarity	0.6751	NPC151939
Remote Similarity	0.6751	NPC248454
Remote Similarity	0.675	NPC204717
Remote Similarity	0.6749	NPC95783
Remote Similarity	0.6739	NPC159856
Remote Similarity	0.6739	NPC314372
Remote Similarity	0.6734	NPC233936
Remote Similarity	0.6733	NPC46580
Remote Similarity	0.6733	NPC317030
Remote Similarity	0.6731	NPC476167
Remote Similarity	0.673	NPC470500
Remote Similarity	0.6729	NPC199667
Remote Similarity	0.6729	NPC303951
Remote Similarity	0.672	NPC288445
Remote Similarity	0.6719	NPC40779
Remote Similarity	0.6719	NPC8104
Remote Similarity	0.6718	NPC470498
Remote Similarity	0.6717	NPC219336
Remote Similarity	0.6715	NPC77555
Remote Similarity	0.6711	NPC104712
Remote Similarity	0.6701	NPC44161
Remote Similarity	0.67	NPC139291
Remote Similarity	0.67	NPC220765
Remote Similarity	0.67	NPC34271
Remote Similarity	0.67	NPC163055
Remote Similarity	0.67	NPC176127
Remote Similarity	0.67	NPC472108
Remote Similarity	0.6699	NPC133366
Remote Similarity	0.6699	NPC43787
Remote Similarity	0.6699	NPC131017
Remote Similarity	0.6699	NPC205934
Remote Similarity	0.6699	NPC276517
Remote Similarity	0.6698	NPC9894
Remote Similarity	0.6698	NPC294375
Remote Similarity	0.6698	NPC23294
Remote Similarity	0.6686	NPC41174
Remote Similarity	0.6683	NPC306376
Remote Similarity	0.6683	NPC94752
Remote Similarity	0.6683	NPC192315
Remote Similarity	0.6683	NPC474707
Remote Similarity	0.6683	NPC470499
Remote Similarity	0.6683	NPC324149
Remote Similarity	0.6682	NPC473181
Remote Similarity	0.6682	NPC118228
Remote Similarity	0.6667	NPC68354
Remote Similarity	0.6667	NPC472294
Remote Similarity	0.6667	NPC83111
Remote Similarity	0.6667	NPC477134
Remote Similarity	0.6667	NPC15573
Remote Similarity	0.6667	NPC183662
Remote Similarity	0.6667	NPC206967
Remote Similarity	0.6667	NPC473180
Remote Similarity	0.6667	NPC217372
Remote Similarity	0.6667	NPC84478

Drug Structure

NPD3791 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 -3.0000 -1.7321 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 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1473 -3.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1691 -3.2820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 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 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7872 -1.3799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4563 -2.1230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.5878 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 1.7601 -1.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4344 -1.9151 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -1.9479 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 -0.3006 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 1 0 0 0 0 0 0 0 0 0 2.2953 -2.9260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -3.3479 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9190 0.0084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 17 1 0 0 0 0 7 22 3 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 15 2 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 14 21 1 0 0 0 0 15 28 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 23 2 0 0 0 0 20 25 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 27 28 1 0 0 0 0 28 26 2 6 0 0 0 M END $$$$

External Identifiers

TTD	DCL000540
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44232529
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.07
ALogP	1.3915
MLogP	2.78
XLogP	4.449
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	119.77
RO5 Violation	0