NPASS drugs

Drug Information

Drug ID:	NPD6721
Drug Name:	Rwj-67657
Molecular Formula:	C27H24FN3O
Canonical SMILES:	OCCC#Cc1nc(c(n1CCCc1ccccc1)c1ccncc1)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C27H24FN3O/c28-24-13-11-22(12-14-24)26-27(23-15-17-29-18-16-23)31(25(30-26)10-4-5-20-32)19-6-9-21-7-2-1-3-8-21/h1-3,7-8,11-18,32H,5-6,9,19-20H2
Standard InCHIKey:	QSUSKMBNZQHHPA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6721

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	444
0.1-0.2	5272
0.2-0.3	16469
0.3-0.4	5045
0.4-0.5	1571
0.5-0.6	1372
0.6-0.7	667
0.7-0.8	49
0.8-0.85	1
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	0.8448	NPC317054
Intermediate Similarity	0.7958	NPC469308
Intermediate Similarity	0.7919	NPC471603
Intermediate Similarity	0.7584	NPC470203
Intermediate Similarity	0.7584	NPC478185
Intermediate Similarity	0.7542	NPC478182
Intermediate Similarity	0.7528	NPC470204
Intermediate Similarity	0.7514	NPC470111
Intermediate Similarity	0.7486	NPC225018
Intermediate Similarity	0.7473	NPC24864
Intermediate Similarity	0.7472	NPC293487
Intermediate Similarity	0.7443	NPC325903
Intermediate Similarity	0.7401	NPC476219
Intermediate Similarity	0.7382	NPC472289
Intermediate Similarity	0.7363	NPC478183
Intermediate Similarity	0.7348	NPC478184
Intermediate Similarity	0.7333	NPC122141
Intermediate Similarity	0.733	NPC40070
Intermediate Similarity	0.7314	NPC114209
Intermediate Similarity	0.7303	NPC476297
Intermediate Similarity	0.7288	NPC470233
Intermediate Similarity	0.7288	NPC469975
Intermediate Similarity	0.7268	NPC56233
Intermediate Similarity	0.7257	NPC63545
Intermediate Similarity	0.7216	NPC201380
Intermediate Similarity	0.7216	NPC179787
Intermediate Similarity	0.7216	NPC469811
Intermediate Similarity	0.7202	NPC256893
Intermediate Similarity	0.7193	NPC251722
Intermediate Similarity	0.7193	NPC314102
Intermediate Similarity	0.7189	NPC91895
Intermediate Similarity	0.7189	NPC32534
Intermediate Similarity	0.7175	NPC321911
Intermediate Similarity	0.7173	NPC108011
Intermediate Similarity	0.7158	NPC317105
Intermediate Similarity	0.7127	NPC129721
Intermediate Similarity	0.712	NPC48938
Intermediate Similarity	0.7108	NPC116555
Intermediate Similarity	0.7088	NPC477591
Intermediate Similarity	0.7088	NPC92796
Intermediate Similarity	0.7088	NPC135141
Intermediate Similarity	0.7079	NPC282531
Intermediate Similarity	0.7072	NPC469785
Intermediate Similarity	0.7068	NPC307191
Intermediate Similarity	0.7053	NPC12649
Intermediate Similarity	0.7037	NPC280852
Intermediate Similarity	0.7033	NPC469762
Intermediate Similarity	0.7033	NPC236711
Intermediate Similarity	0.7006	NPC314372
Intermediate Similarity	0.7	NPC267811
Remote Similarity	0.6994	NPC150259
Remote Similarity	0.6989	NPC49217
Remote Similarity	0.6984	NPC37423
Remote Similarity	0.6984	NPC275305
Remote Similarity	0.6927	NPC16659
Remote Similarity	0.6923	NPC120070
Remote Similarity	0.6919	NPC324149
Remote Similarity	0.6915	NPC474916
Remote Similarity	0.6914	NPC104483
Remote Similarity	0.6911	NPC68354
Remote Similarity	0.6902	NPC300238
Remote Similarity	0.6895	NPC469938
Remote Similarity	0.6893	NPC190296
Remote Similarity	0.6893	NPC20144
Remote Similarity	0.6885	NPC51054
Remote Similarity	0.6884	NPC130570
Remote Similarity	0.6875	NPC176199
Remote Similarity	0.6875	NPC215795
Remote Similarity	0.6875	NPC265710
Remote Similarity	0.6872	NPC288838
Remote Similarity	0.6872	NPC478186
Remote Similarity	0.6868	NPC469786
Remote Similarity	0.6868	NPC259644
Remote Similarity	0.6868	NPC25008
Remote Similarity	0.6868	NPC469763
Remote Similarity	0.6868	NPC73952
Remote Similarity	0.6868	NPC469760
Remote Similarity	0.6868	NPC469765
Remote Similarity	0.6866	NPC107160
Remote Similarity	0.6862	NPC63751
Remote Similarity	0.6862	NPC201700
Remote Similarity	0.6857	NPC282247
Remote Similarity	0.6851	NPC53947
Remote Similarity	0.6851	NPC24678
Remote Similarity	0.6851	NPC105818
Remote Similarity	0.6845	NPC2165
Remote Similarity	0.6845	NPC195507
Remote Similarity	0.6842	NPC208060
Remote Similarity	0.6831	NPC70922
Remote Similarity	0.6831	NPC80597
Remote Similarity	0.6831	NPC75540
Remote Similarity	0.6831	NPC211572
Remote Similarity	0.6831	NPC212376
Remote Similarity	0.6826	NPC46358
Remote Similarity	0.6825	NPC194411
Remote Similarity	0.6823	NPC59269
Remote Similarity	0.6823	NPC326575
Remote Similarity	0.6816	NPC204141
Remote Similarity	0.6816	NPC86288
Remote Similarity	0.6816	NPC159856
Remote Similarity	0.6806	NPC471579
Remote Similarity	0.6804	NPC477891
Remote Similarity	0.6796	NPC470500
Remote Similarity	0.6796	NPC470505
Remote Similarity	0.6791	NPC311276
Remote Similarity	0.6791	NPC40779
Remote Similarity	0.6789	NPC82331
Remote Similarity	0.6786	NPC15102
Remote Similarity	0.6786	NPC476341
Remote Similarity	0.678	NPC284635
Remote Similarity	0.6778	NPC143872
Remote Similarity	0.6774	NPC44773
Remote Similarity	0.6774	NPC215584
Remote Similarity	0.6774	NPC255229
Remote Similarity	0.6774	NPC81229
Remote Similarity	0.6772	NPC317430
Remote Similarity	0.6771	NPC472122
Remote Similarity	0.6771	NPC24594
Remote Similarity	0.6771	NPC150048
Remote Similarity	0.6771	NPC203754
Remote Similarity	0.6769	NPC102755
Remote Similarity	0.6762	NPC242923
Remote Similarity	0.6761	NPC169433
Remote Similarity	0.6757	NPC216643
Remote Similarity	0.6755	NPC274229
Remote Similarity	0.6751	NPC62749
Remote Similarity	0.6749	NPC265576
Remote Similarity	0.6749	NPC212213
Remote Similarity	0.6744	NPC69914
Remote Similarity	0.6737	NPC164664
Remote Similarity	0.6736	NPC151939
Remote Similarity	0.6736	NPC240088
Remote Similarity	0.6736	NPC473380
Remote Similarity	0.6735	NPC284678
Remote Similarity	0.6734	NPC95783
Remote Similarity	0.6726	NPC39092
Remote Similarity	0.6723	NPC73767
Remote Similarity	0.672	NPC230869
Remote Similarity	0.672	NPC54988
Remote Similarity	0.672	NPC56765
Remote Similarity	0.6715	NPC475070
Remote Similarity	0.6714	NPC5145
Remote Similarity	0.6706	NPC202957
Remote Similarity	0.6706	NPC169625
Remote Similarity	0.6705	NPC471322
Remote Similarity	0.6702	NPC476446
Remote Similarity	0.6702	NPC78375
Remote Similarity	0.6702	NPC469813
Remote Similarity	0.6701	NPC133261
Remote Similarity	0.6686	NPC476322
Remote Similarity	0.6686	NPC476131
Remote Similarity	0.6685	NPC469779
Remote Similarity	0.6685	NPC469783
Remote Similarity	0.6685	NPC469784
Remote Similarity	0.6685	NPC138842
Remote Similarity	0.6685	NPC469767
Remote Similarity	0.6685	NPC115611
Remote Similarity	0.6685	NPC469768
Remote Similarity	0.6685	NPC469761
Remote Similarity	0.6685	NPC469780
Remote Similarity	0.6684	NPC474958
Remote Similarity	0.6684	NPC121903
Remote Similarity	0.6682	NPC54981
Remote Similarity	0.6667	NPC15840
Remote Similarity	0.6667	NPC472105
Remote Similarity	0.6667	NPC239954
Remote Similarity	0.6667	NPC297486
Remote Similarity	0.6667	NPC471402
Remote Similarity	0.6667	NPC187827
Remote Similarity	0.6667	NPC300688
Remote Similarity	0.6667	NPC472123
Remote Similarity	0.6667	NPC240136
Remote Similarity	0.6652	NPC69843
Remote Similarity	0.665	NPC231536
Remote Similarity	0.6649	NPC97343
Remote Similarity	0.6648	NPC471957
Remote Similarity	0.6648	NPC216159
Remote Similarity	0.6648	NPC96102
Remote Similarity	0.6648	NPC469766
Remote Similarity	0.6636	NPC470732
Remote Similarity	0.6636	NPC470731
Remote Similarity	0.6634	NPC326422
Remote Similarity	0.6634	NPC198673
Remote Similarity	0.6633	NPC191415
Remote Similarity	0.6633	NPC144114
Remote Similarity	0.6632	NPC474561
Remote Similarity	0.6632	NPC297034
Remote Similarity	0.6632	NPC49954
Remote Similarity	0.663	NPC285731
Remote Similarity	0.6629	NPC110126
Remote Similarity	0.6629	NPC88097
Remote Similarity	0.6627	NPC91958
Remote Similarity	0.662	NPC250178
Remote Similarity	0.6616	NPC62510
Remote Similarity	0.6615	NPC248462
Remote Similarity	0.6615	NPC105758
Remote Similarity	0.6615	NPC476688
Remote Similarity	0.6615	NPC476686
Remote Similarity	0.6615	NPC470498
Remote Similarity	0.6614	NPC102423

Drug Structure

NPD6721 OpenBabel08211710072D 33 36 0 0 0 0 0 0 0 0999 V2000 -4.3395 0.4112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3884 0.7202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5474 -0.5669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8666 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4543 3.3781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6453 0.0511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8042 -1.2361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1100 -1.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3122 0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7770 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2633 0.0511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7281 -1.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6750 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6750 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4489 3.2736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8532 -0.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5691 -0.3090 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 4.4712 -0.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4223 -1.2361 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -3.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 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 -3.0366 4.0826 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0312 3.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 1 0 0 0 0 4 10 3 0 0 0 0 5 20 1 0 0 0 0 6 9 1 0 0 0 0 6 19 1 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 21 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 22 2 0 0 0 0 12 14 2 0 0 0 0 12 22 1 0 0 0 0 13 24 2 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 23 2 0 0 0 0 16 18 2 0 0 0 0 16 23 1 0 0 0 0 17 29 2 0 0 0 0 18 29 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 30 2 0 0 0 0 25 31 1 0 0 0 0 26 27 2 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 32 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001245
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3008319
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.19
ALogP	0.6762
MLogP	3.88
XLogP	7.38
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	50.94
RO5 Violation	1