NPASS drugs

Drug Information

Drug ID:	NPD4399
Drug Name:	Ramatroban
Molecular Formula:	C21H21FN2O4S
Canonical SMILES:	OC(=O)CCn1c2CC[C@H](Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1
Standard InCHIKey:	LDXDSHIEDAPSSA-OAHLLOKOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4399

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	232
0.1-0.2	2411
0.2-0.3	13156
0.3-0.4	10580
0.4-0.5	1984
0.5-0.6	1662
0.6-0.7	784
0.7-0.8	81
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	0.7418	NPC469938
Intermediate Similarity	0.7348	NPC194411
Intermediate Similarity	0.7293	NPC63751
Intermediate Similarity	0.7267	NPC314372
Intermediate Similarity	0.7243	NPC68354
Intermediate Similarity	0.7241	NPC37548
Intermediate Similarity	0.7228	NPC37423
Intermediate Similarity	0.7228	NPC275305
Intermediate Similarity	0.7204	NPC213468
Intermediate Similarity	0.72	NPC323927
Intermediate Similarity	0.7191	NPC316910
Intermediate Similarity	0.7173	NPC321708
Intermediate Similarity	0.7172	NPC193761
Intermediate Similarity	0.7151	NPC135141
Intermediate Similarity	0.7151	NPC92796
Intermediate Similarity	0.7151	NPC190296
Intermediate Similarity	0.7135	NPC149155
Intermediate Similarity	0.7135	NPC110500
Intermediate Similarity	0.7135	NPC203468
Intermediate Similarity	0.712	NPC472323
Intermediate Similarity	0.7119	NPC25008
Intermediate Similarity	0.7119	NPC73952
Intermediate Similarity	0.7119	NPC469760
Intermediate Similarity	0.7119	NPC469786
Intermediate Similarity	0.7119	NPC469763
Intermediate Similarity	0.7119	NPC259644
Intermediate Similarity	0.7119	NPC469765
Intermediate Similarity	0.7112	NPC176199
Intermediate Similarity	0.7112	NPC215795
Intermediate Similarity	0.7112	NPC283219
Intermediate Similarity	0.7105	NPC280290
Intermediate Similarity	0.7104	NPC78020
Intermediate Similarity	0.7102	NPC105818
Intermediate Similarity	0.7102	NPC24678
Intermediate Similarity	0.7097	NPC267885
Intermediate Similarity	0.7095	NPC469762
Intermediate Similarity	0.7086	NPC471957
Intermediate Similarity	0.7079	NPC212376
Intermediate Similarity	0.7079	NPC75540
Intermediate Similarity	0.7079	NPC211572
Intermediate Similarity	0.7079	NPC38736
Intermediate Similarity	0.7079	NPC70922
Intermediate Similarity	0.7079	NPC470507
Intermediate Similarity	0.7079	NPC80597
Intermediate Similarity	0.7076	NPC104483
Intermediate Similarity	0.7076	NPC88097
Intermediate Similarity	0.7069	NPC159856
Intermediate Similarity	0.7069	NPC470440
Intermediate Similarity	0.7068	NPC94752
Intermediate Similarity	0.7068	NPC235684
Intermediate Similarity	0.7062	NPC216713
Intermediate Similarity	0.7059	NPC217372
Intermediate Similarity	0.7059	NPC59269
Intermediate Similarity	0.7059	NPC15573
Intermediate Similarity	0.7059	NPC183662
Intermediate Similarity	0.7056	NPC102008
Intermediate Similarity	0.7056	NPC474791
Intermediate Similarity	0.7049	NPC160105
Intermediate Similarity	0.7049	NPC474561
Intermediate Similarity	0.7049	NPC49954
Intermediate Similarity	0.7045	NPC187951
Intermediate Similarity	0.7039	NPC469785
Intermediate Similarity	0.7039	NPC285469
Intermediate Similarity	0.7033	NPC21174
Intermediate Similarity	0.7033	NPC271797
Intermediate Similarity	0.7024	NPC31385
Intermediate Similarity	0.7024	NPC110602
Intermediate Similarity	0.7024	NPC75726
Intermediate Similarity	0.7024	NPC473930
Intermediate Similarity	0.7022	NPC200214
Intermediate Similarity	0.7021	NPC219336
Intermediate Similarity	0.7021	NPC248041
Intermediate Similarity	0.7021	NPC126709
Intermediate Similarity	0.7021	NPC11126
Intermediate Similarity	0.7017	NPC279918
Intermediate Similarity	0.7011	NPC242556
Intermediate Similarity	0.7006	NPC33421
Intermediate Similarity	0.7	NPC325252
Intermediate Similarity	0.7	NPC472110
Intermediate Similarity	0.7	NPC218268
Intermediate Similarity	0.7	NPC472109
Remote Similarity	0.6995	NPC175474
Remote Similarity	0.6994	NPC63157
Remote Similarity	0.6994	NPC473868
Remote Similarity	0.6989	NPC314603
Remote Similarity	0.6984	NPC15840
Remote Similarity	0.6983	NPC476219
Remote Similarity	0.6978	NPC282231
Remote Similarity	0.6977	NPC73767
Remote Similarity	0.697	NPC250361
Remote Similarity	0.6968	NPC84827
Remote Similarity	0.6968	NPC14113
Remote Similarity	0.6968	NPC248454
Remote Similarity	0.6968	NPC145885
Remote Similarity	0.6966	NPC470233
Remote Similarity	0.6964	NPC475450
Remote Similarity	0.6963	NPC228835
Remote Similarity	0.6961	NPC56765
Remote Similarity	0.6961	NPC206819
Remote Similarity	0.6961	NPC41257
Remote Similarity	0.6961	NPC318065
Remote Similarity	0.6959	NPC329858
Remote Similarity	0.6954	NPC20144
Remote Similarity	0.6952	NPC189812
Remote Similarity	0.6952	NPC329688
Remote Similarity	0.6941	NPC198988
Remote Similarity	0.694	NPC8104
Remote Similarity	0.694	NPC311276
Remote Similarity	0.6936	NPC469779
Remote Similarity	0.6936	NPC469783
Remote Similarity	0.6936	NPC469761
Remote Similarity	0.6936	NPC469780
Remote Similarity	0.6936	NPC59084
Remote Similarity	0.6936	NPC469767
Remote Similarity	0.6936	NPC469768
Remote Similarity	0.6936	NPC2949
Remote Similarity	0.6936	NPC238499
Remote Similarity	0.6936	NPC469784
Remote Similarity	0.6935	NPC293917
Remote Similarity	0.6935	NPC6982
Remote Similarity	0.6932	NPC288838
Remote Similarity	0.6927	NPC281094
Remote Similarity	0.6927	NPC200743
Remote Similarity	0.6919	NPC272483
Remote Similarity	0.6919	NPC317430
Remote Similarity	0.6915	NPC476874
Remote Similarity	0.6911	NPC470205
Remote Similarity	0.691	NPC53947
Remote Similarity	0.6906	NPC469897
Remote Similarity	0.6906	NPC216643
Remote Similarity	0.6905	NPC22079
Remote Similarity	0.6901	NPC96102
Remote Similarity	0.6898	NPC161861
Remote Similarity	0.6898	NPC472123
Remote Similarity	0.6897	NPC469766
Remote Similarity	0.6895	NPC91179
Remote Similarity	0.6893	NPC21605
Remote Similarity	0.6889	NPC476297
Remote Similarity	0.6886	NPC473762
Remote Similarity	0.6885	NPC16667
Remote Similarity	0.6885	NPC478185
Remote Similarity	0.6885	NPC194881
Remote Similarity	0.6884	NPC52557
Remote Similarity	0.6879	NPC110126
Remote Similarity	0.6879	NPC312092
Remote Similarity	0.6878	NPC111275
Remote Similarity	0.6875	NPC472294
Remote Similarity	0.6875	NPC470003
Remote Similarity	0.6875	NPC472119
Remote Similarity	0.6872	NPC314333
Remote Similarity	0.6869	NPC245916
Remote Similarity	0.6868	NPC474880
Remote Similarity	0.6868	NPC475990
Remote Similarity	0.6868	NPC221786
Remote Similarity	0.6865	NPC54988
Remote Similarity	0.686	NPC105127
Remote Similarity	0.686	NPC84911
Remote Similarity	0.686	NPC75634
Remote Similarity	0.686	NPC314102
Remote Similarity	0.686	NPC251722
Remote Similarity	0.686	NPC150259
Remote Similarity	0.6859	NPC71037
Remote Similarity	0.6856	NPC17059
Remote Similarity	0.6854	NPC124005
Remote Similarity	0.6851	NPC51054
Remote Similarity	0.6848	NPC478184
Remote Similarity	0.6848	NPC40779
Remote Similarity	0.6848	NPC194640
Remote Similarity	0.6848	NPC478182
Remote Similarity	0.6848	NPC476118
Remote Similarity	0.6845	NPC473587
Remote Similarity	0.6842	NPC55772
Remote Similarity	0.6839	NPC133003
Remote Similarity	0.6833	NPC325903
Remote Similarity	0.6831	NPC131718
Remote Similarity	0.6828	NPC201700
Remote Similarity	0.6825	NPC472122
Remote Similarity	0.6825	NPC24594
Remote Similarity	0.6823	NPC19679
Remote Similarity	0.6823	NPC163055
Remote Similarity	0.6823	NPC143533
Remote Similarity	0.6823	NPC472104
Remote Similarity	0.6821	NPC213629
Remote Similarity	0.6818	NPC294693
Remote Similarity	0.6816	NPC40070
Remote Similarity	0.6813	NPC129721
Remote Similarity	0.6813	NPC286427
Remote Similarity	0.6813	NPC299594
Remote Similarity	0.6806	NPC24864
Remote Similarity	0.6806	NPC469896
Remote Similarity	0.6805	NPC475428
Remote Similarity	0.6804	NPC62749
Remote Similarity	0.6802	NPC261195
Remote Similarity	0.6802	NPC29886
Remote Similarity	0.68	NPC50503
Remote Similarity	0.68	NPC474916
Remote Similarity	0.6796	NPC471458
Remote Similarity	0.6796	NPC207726
Remote Similarity	0.6791	NPC91895
Remote Similarity	0.6791	NPC280548

Drug Structure

NPD4399 OpenBabel08211705262D 31 34 0 0 1 0 0 0 0 0999 V2000 5.9535 -0.8453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0559 -1.8193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0594 -0.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2640 -2.3946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4469 -0.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4469 0.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9965 -2.3509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4682 -0.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4682 0.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8906 -2.7491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9525 -4.2002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6799 -3.5453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6860 -0.8015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9363 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8942 -1.3769 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9788 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2671 -1.0225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5806 -1.1997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3694 -1.9965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6830 -2.1737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1559 -5.1576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9151 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9788 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5776 -2.5718 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4285 -5.8125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0868 -5.4600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9788 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -1.4682 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2903 -6.4174 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 4 1 0 0 0 0 3 17 2 0 0 0 0 4 19 2 0 0 0 0 5 8 1 0 0 0 0 5 14 2 0 0 0 0 6 9 2 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 1 0 0 0 16 29 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 2 0 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 26 31 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000318
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	123879
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.12
ALogP	-0.6574
MLogP	2.89
XLogP	3.912
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	96.78
RO5 Violation	0