NPASS drugs

Drug Information

Drug ID:	NPD6746
Drug Name:	Firategrast
Molecular Formula:	C27H27F2NO6
Canonical SMILES:	CCOCc1cc(OC)c(c(c1)OC)c1ccc(cc1)C[C@@H](C(=O)O)N=C(c1c(F)cccc1F)O
Standard InCHI:	InChI=1S/C27H27F2NO6/c1-4-36-15-17-13-22(34-2)24(23(14-17)35-3)18-10-8-16(9-11-18)12-21(27(32)33)30-26(31)25-19(28)6-5-7-20(25)29/h5-11,13-14,21H,4,12,15H2,1-3H3,(H,30,31)(H,32,33)/t21-/m0/s1
Standard InCHIKey:	YLFZHHDVRSYTKT-NRFANRHFSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6746

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	154
0.1-0.2	793
0.2-0.3	2258
0.3-0.4	6717
0.4-0.5	6380
0.5-0.6	4714
0.6-0.7	9472
0.7-0.8	400
0.8-0.85	2
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	0.8061	NPC195766
Intermediate Similarity	0.8061	NPC206736
Intermediate Similarity	0.7805	NPC276665
Intermediate Similarity	0.7805	NPC265473
Intermediate Similarity	0.768	NPC470642
Intermediate Similarity	0.7628	NPC470392
Intermediate Similarity	0.756	NPC56635
Intermediate Similarity	0.753	NPC182119
Intermediate Similarity	0.7516	NPC472590
Intermediate Similarity	0.7456	NPC212699
Intermediate Similarity	0.7456	NPC207675
Intermediate Similarity	0.7427	NPC292385
Intermediate Similarity	0.7427	NPC125709
Intermediate Similarity	0.7412	NPC476154
Intermediate Similarity	0.7405	NPC244866
Intermediate Similarity	0.7401	NPC198075
Intermediate Similarity	0.7399	NPC80759
Intermediate Similarity	0.7399	NPC79402
Intermediate Similarity	0.7394	NPC313414
Intermediate Similarity	0.7386	NPC77789
Intermediate Similarity	0.7386	NPC18128
Intermediate Similarity	0.7381	NPC113790
Intermediate Similarity	0.7371	NPC476200
Intermediate Similarity	0.7371	NPC174311
Intermediate Similarity	0.7371	NPC55121
Intermediate Similarity	0.7371	NPC192258
Intermediate Similarity	0.7368	NPC62903
Intermediate Similarity	0.7368	NPC7178
Intermediate Similarity	0.7366	NPC471563
Intermediate Similarity	0.736	NPC474051
Intermediate Similarity	0.7353	NPC39819
Intermediate Similarity	0.7349	NPC125617
Intermediate Similarity	0.7349	NPC132771
Intermediate Similarity	0.7344	NPC475768
Intermediate Similarity	0.7342	NPC45191
Intermediate Similarity	0.7341	NPC271388
Intermediate Similarity	0.7341	NPC230956
Intermediate Similarity	0.7341	NPC119649
Intermediate Similarity	0.7341	NPC205255
Intermediate Similarity	0.7341	NPC235143
Intermediate Similarity	0.7337	NPC127402
Intermediate Similarity	0.7326	NPC142479
Intermediate Similarity	0.7326	NPC476642
Intermediate Similarity	0.7326	NPC155015
Intermediate Similarity	0.7317	NPC106183
Intermediate Similarity	0.731	NPC281272
Intermediate Similarity	0.7301	NPC477837
Intermediate Similarity	0.7301	NPC477838
Intermediate Similarity	0.729	NPC4974
Intermediate Similarity	0.7283	NPC165483
Intermediate Similarity	0.7283	NPC474661
Intermediate Similarity	0.7283	NPC146211
Intermediate Similarity	0.7283	NPC221864
Intermediate Similarity	0.7283	NPC475919
Intermediate Similarity	0.7273	NPC68328
Intermediate Similarity	0.7262	NPC275125
Intermediate Similarity	0.7262	NPC170239
Intermediate Similarity	0.7262	NPC97937
Intermediate Similarity	0.7262	NPC225173
Intermediate Similarity	0.7262	NPC163846
Intermediate Similarity	0.7261	NPC257947
Intermediate Similarity	0.7261	NPC66331
Intermediate Similarity	0.7261	NPC473221
Intermediate Similarity	0.7251	NPC476434
Intermediate Similarity	0.725	NPC218884
Intermediate Similarity	0.7246	NPC71739
Intermediate Similarity	0.7244	NPC113495
Intermediate Similarity	0.7244	NPC29477
Intermediate Similarity	0.7243	NPC29531
Intermediate Similarity	0.7241	NPC143328
Intermediate Similarity	0.7241	NPC36077
Intermediate Similarity	0.7239	NPC296898
Intermediate Similarity	0.7238	NPC329816
Intermediate Similarity	0.7237	NPC184302
Intermediate Similarity	0.7235	NPC118000
Intermediate Similarity	0.7235	NPC205501
Intermediate Similarity	0.7235	NPC162976
Intermediate Similarity	0.7229	NPC250755
Intermediate Similarity	0.7229	NPC106920
Intermediate Similarity	0.7229	NPC273657
Intermediate Similarity	0.7222	NPC261873
Intermediate Similarity	0.7222	NPC111655
Intermediate Similarity	0.7222	NPC283009
Intermediate Similarity	0.7219	NPC150215
Intermediate Similarity	0.7219	NPC142863
Intermediate Similarity	0.7219	NPC125801
Intermediate Similarity	0.7215	NPC215300
Intermediate Similarity	0.7215	NPC38017
Intermediate Similarity	0.7212	NPC19158
Intermediate Similarity	0.7212	NPC472523
Intermediate Similarity	0.7212	NPC183642
Intermediate Similarity	0.7212	NPC310370
Intermediate Similarity	0.7212	NPC155552
Intermediate Similarity	0.7209	NPC175978
Intermediate Similarity	0.7209	NPC474656
Intermediate Similarity	0.7209	NPC107602
Intermediate Similarity	0.7209	NPC178574
Intermediate Similarity	0.7209	NPC65591
Intermediate Similarity	0.7209	NPC217447
Intermediate Similarity	0.7209	NPC273483
Intermediate Similarity	0.7207	NPC231371
Intermediate Similarity	0.7205	NPC469610
Intermediate Similarity	0.72	NPC50380
Intermediate Similarity	0.72	NPC226287
Intermediate Similarity	0.72	NPC36354
Intermediate Similarity	0.72	NPC179250
Intermediate Similarity	0.7197	NPC170485
Intermediate Similarity	0.7197	NPC476353
Intermediate Similarity	0.7197	NPC82299
Intermediate Similarity	0.7193	NPC119929
Intermediate Similarity	0.7193	NPC475460
Intermediate Similarity	0.7189	NPC474009
Intermediate Similarity	0.7188	NPC282508
Intermediate Similarity	0.7188	NPC471517
Intermediate Similarity	0.7188	NPC8899
Intermediate Similarity	0.7186	NPC36732
Intermediate Similarity	0.7184	NPC55463
Intermediate Similarity	0.7184	NPC166116
Intermediate Similarity	0.7184	NPC329837
Intermediate Similarity	0.7179	NPC62101
Intermediate Similarity	0.7179	NPC95733
Intermediate Similarity	0.7179	NPC140521
Intermediate Similarity	0.7178	NPC141717
Intermediate Similarity	0.7178	NPC472648
Intermediate Similarity	0.7178	NPC170328
Intermediate Similarity	0.7178	NPC206525
Intermediate Similarity	0.7178	NPC191462
Intermediate Similarity	0.7178	NPC471316
Intermediate Similarity	0.7178	NPC133463
Intermediate Similarity	0.7178	NPC472647
Intermediate Similarity	0.7178	NPC472649
Intermediate Similarity	0.7176	NPC472841
Intermediate Similarity	0.7176	NPC2569
Intermediate Similarity	0.7176	NPC172329
Intermediate Similarity	0.7176	NPC478189
Intermediate Similarity	0.7176	NPC146388
Intermediate Similarity	0.7176	NPC228012
Intermediate Similarity	0.7175	NPC42797
Intermediate Similarity	0.7175	NPC56887
Intermediate Similarity	0.7175	NPC473445
Intermediate Similarity	0.7175	NPC223077
Intermediate Similarity	0.7175	NPC474858
Intermediate Similarity	0.7175	NPC193853
Intermediate Similarity	0.7175	NPC249070
Intermediate Similarity	0.7171	NPC190514
Intermediate Similarity	0.7167	NPC476279
Intermediate Similarity	0.716	NPC470935
Intermediate Similarity	0.716	NPC103967
Intermediate Similarity	0.716	NPC469758
Intermediate Similarity	0.716	NPC471032
Intermediate Similarity	0.716	NPC25844
Intermediate Similarity	0.7152	NPC71903
Intermediate Similarity	0.7152	NPC46978
Intermediate Similarity	0.7152	NPC53781
Intermediate Similarity	0.7152	NPC296712
Intermediate Similarity	0.7151	NPC474042
Intermediate Similarity	0.7151	NPC174734
Intermediate Similarity	0.7151	NPC149526
Intermediate Similarity	0.7151	NPC149085
Intermediate Similarity	0.7151	NPC474417
Intermediate Similarity	0.7143	NPC19947
Intermediate Similarity	0.7143	NPC476389
Intermediate Similarity	0.7143	NPC469611
Intermediate Similarity	0.7143	NPC295696
Intermediate Similarity	0.7143	NPC207584
Intermediate Similarity	0.7135	NPC233267
Intermediate Similarity	0.7135	NPC329933
Intermediate Similarity	0.7135	NPC70764
Intermediate Similarity	0.7135	NPC291049
Intermediate Similarity	0.7135	NPC291977
Intermediate Similarity	0.7134	NPC6262
Intermediate Similarity	0.7134	NPC105718
Intermediate Similarity	0.7134	NPC25111
Intermediate Similarity	0.7134	NPC73535
Intermediate Similarity	0.7134	NPC71465
Intermediate Similarity	0.7134	NPC266006
Intermediate Similarity	0.7134	NPC278955
Intermediate Similarity	0.7134	NPC90615
Intermediate Similarity	0.7134	NPC201145
Intermediate Similarity	0.7134	NPC272157
Intermediate Similarity	0.7134	NPC249836
Intermediate Similarity	0.7134	NPC472646
Intermediate Similarity	0.7127	NPC221792
Intermediate Similarity	0.7126	NPC470811
Intermediate Similarity	0.7126	NPC477696
Intermediate Similarity	0.7126	NPC477697
Intermediate Similarity	0.7125	NPC12694
Intermediate Similarity	0.7119	NPC139540
Intermediate Similarity	0.7119	NPC470936
Intermediate Similarity	0.7119	NPC155754
Intermediate Similarity	0.7119	NPC109061
Intermediate Similarity	0.7119	NPC209377
Intermediate Similarity	0.7119	NPC124747
Intermediate Similarity	0.7119	NPC288149
Intermediate Similarity	0.7119	NPC177100
Intermediate Similarity	0.7118	NPC34802
Intermediate Similarity	0.7118	NPC71055
Intermediate Similarity	0.7118	NPC12305
Intermediate Similarity	0.7117	NPC211386
Intermediate Similarity	0.7117	NPC258780

Drug Structure

NPD6746 OpenBabel08211710072D 38 40 0 0 1 0 0 0 0 0999 V2000 -4.3301 2.5000 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 1.7321 1.0000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 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 -2.0000 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 -0.8660 1.5000 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 2.5981 -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 -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 6.0622 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 1 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 -0.0000 1.0000 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 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 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 34 1 0 0 0 0 3 35 1 0 0 0 0 4 36 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 23 2 0 0 0 0 15 17 1 0 0 0 0 15 36 1 0 0 0 0 18 24 1 0 0 0 0 19 25 2 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 29 1 0 0 0 0 21 12 1 6 0 0 0 21 27 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 34 1 0 0 0 0 23 24 1 0 0 0 0 23 35 1 0 0 0 0 25 26 1 0 0 0 0 26 30 2 3 0 0 0 26 31 1 0 0 0 0 27 32 2 0 0 0 0 27 33 1 0 0 0 0 31 37 1 0 0 0 0 33 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000528; DCL000978
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9935681
ChEBI
CAS Number

Drug Properties

Molecular Weight	499.18
ALogP	0.6499
MLogP	3.44
XLogP	5.881
HDA	5
HBD	2
Rotatable Bonds	18
TPSA	97.58
RO5 Violation	2