NPASS drugs

Drug Information

Drug ID:	NPD3909
Drug Name:	fradafiban
Molecular Formula:	C20H21N3O4
Canonical SMILES:	OC(=O)C[C@@H]1C[C@H](N=C1O)COc1ccc(cc1)c1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C20H21N3O4/c21-19(22)14-3-1-12(2-4-14)13-5-7-17(8-6-13)27-11-16-9-15(10-18(24)25)20(26)23-16/h1-8,15-16H,9-11H2,(H3,21,22)(H,23,26)(H,24,25)/t15-,16-/m0/s1
Standard InCHIKey:	IKZACQMAVUIGPY-HOTGVXAUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3909

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	170
0.1-0.2	856
0.2-0.3	2898
0.3-0.4	8905
0.4-0.5	3595
0.5-0.6	12624
0.6-0.7	1814
0.7-0.8	28
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	0.7562	NPC470392
Intermediate Similarity	0.7399	NPC207675
Intermediate Similarity	0.7399	NPC212699
Intermediate Similarity	0.7396	NPC132771
Intermediate Similarity	0.738	NPC283207
Intermediate Similarity	0.7337	NPC313414
Intermediate Similarity	0.7299	NPC56635
Intermediate Similarity	0.7232	NPC67080
Intermediate Similarity	0.7166	NPC315542
Intermediate Similarity	0.7158	NPC211713
Intermediate Similarity	0.7158	NPC88378
Intermediate Similarity	0.7143	NPC91953
Intermediate Similarity	0.7091	NPC169766
Intermediate Similarity	0.7083	NPC197921
Intermediate Similarity	0.7065	NPC477115
Intermediate Similarity	0.7056	NPC71205
Intermediate Similarity	0.7055	NPC325651
Intermediate Similarity	0.7041	NPC189724
Intermediate Similarity	0.7041	NPC469360
Intermediate Similarity	0.7041	NPC212850
Intermediate Similarity	0.7041	NPC83289
Intermediate Similarity	0.7039	NPC22014
Intermediate Similarity	0.703	NPC471953
Intermediate Similarity	0.7024	NPC471316
Intermediate Similarity	0.7011	NPC474953
Intermediate Similarity	0.7	NPC471315
Intermediate Similarity	0.7	NPC471314
Intermediate Similarity	0.7	NPC469830
Remote Similarity	0.6994	NPC296712
Remote Similarity	0.6983	NPC156348
Remote Similarity	0.6982	NPC241086
Remote Similarity	0.6982	NPC328137
Remote Similarity	0.6982	NPC317741
Remote Similarity	0.6982	NPC259800
Remote Similarity	0.6982	NPC282087
Remote Similarity	0.6982	NPC318984
Remote Similarity	0.6982	NPC318028
Remote Similarity	0.6975	NPC29477
Remote Similarity	0.6971	NPC182119
Remote Similarity	0.697	NPC326966
Remote Similarity	0.6968	NPC469831
Remote Similarity	0.6957	NPC211218
Remote Similarity	0.6949	NPC275027
Remote Similarity	0.6949	NPC18614
Remote Similarity	0.6936	NPC17760
Remote Similarity	0.6931	NPC469829
Remote Similarity	0.6918	NPC263835
Remote Similarity	0.6914	NPC95733
Remote Similarity	0.6914	NPC62101
Remote Similarity	0.6906	NPC293164
Remote Similarity	0.6906	NPC471394
Remote Similarity	0.6895	NPC235194
Remote Similarity	0.6893	NPC52475
Remote Similarity	0.6882	NPC326860
Remote Similarity	0.6882	NPC197239
Remote Similarity	0.6879	NPC247298
Remote Similarity	0.6878	NPC475794
Remote Similarity	0.6872	NPC319320
Remote Similarity	0.6872	NPC287757
Remote Similarity	0.6868	NPC254700
Remote Similarity	0.6868	NPC15506
Remote Similarity	0.6867	NPC45191
Remote Similarity	0.6857	NPC115144
Remote Similarity	0.6857	NPC277857
Remote Similarity	0.6855	NPC43275
Remote Similarity	0.6845	NPC474902
Remote Similarity	0.6832	NPC474862
Remote Similarity	0.6826	NPC244866
Remote Similarity	0.6823	NPC4910
Remote Similarity	0.6813	NPC472923
Remote Similarity	0.6809	NPC475421
Remote Similarity	0.6806	NPC299806
Remote Similarity	0.6806	NPC474650
Remote Similarity	0.6805	NPC6570
Remote Similarity	0.6805	NPC6913
Remote Similarity	0.6804	NPC28510
Remote Similarity	0.6804	NPC477526
Remote Similarity	0.68	NPC245974
Remote Similarity	0.6796	NPC206736
Remote Similarity	0.6796	NPC195766
Remote Similarity	0.6788	NPC471395
Remote Similarity	0.6788	NPC475919
Remote Similarity	0.6788	NPC474661
Remote Similarity	0.6786	NPC105541
Remote Similarity	0.6786	NPC59827
Remote Similarity	0.6786	NPC184933
Remote Similarity	0.6782	NPC97004
Remote Similarity	0.6782	NPC161155
Remote Similarity	0.6782	NPC136951
Remote Similarity	0.6772	NPC134413
Remote Similarity	0.6772	NPC271958
Remote Similarity	0.6772	NPC45112
Remote Similarity	0.6772	NPC263507
Remote Similarity	0.6765	NPC473052
Remote Similarity	0.6765	NPC473055
Remote Similarity	0.6761	NPC324081
Remote Similarity	0.6757	NPC151030
Remote Similarity	0.6757	NPC269383
Remote Similarity	0.6754	NPC474607
Remote Similarity	0.6747	NPC478147
Remote Similarity	0.6743	NPC97282
Remote Similarity	0.6739	NPC314861
Remote Similarity	0.6739	NPC473502
Remote Similarity	0.6738	NPC471165
Remote Similarity	0.6738	NPC476227
Remote Similarity	0.6736	NPC329731
Remote Similarity	0.6728	NPC27581
Remote Similarity	0.6726	NPC328070
Remote Similarity	0.6725	NPC322526
Remote Similarity	0.6725	NPC48202
Remote Similarity	0.6724	NPC63628
Remote Similarity	0.6724	NPC178466
Remote Similarity	0.6718	NPC470642
Remote Similarity	0.6709	NPC51345
Remote Similarity	0.6708	NPC289330
Remote Similarity	0.6708	NPC53596
Remote Similarity	0.6708	NPC17388
Remote Similarity	0.6708	NPC471308
Remote Similarity	0.6708	NPC160120
Remote Similarity	0.6707	NPC4974
Remote Similarity	0.6705	NPC204546
Remote Similarity	0.6702	NPC167763
Remote Similarity	0.6702	NPC470112
Remote Similarity	0.6702	NPC470903
Remote Similarity	0.6686	NPC299583
Remote Similarity	0.6685	NPC314725
Remote Similarity	0.6685	NPC313375
Remote Similarity	0.6684	NPC306804
Remote Similarity	0.6683	NPC477527
Remote Similarity	0.6667	NPC329837
Remote Similarity	0.6667	NPC174122
Remote Similarity	0.6667	NPC68328
Remote Similarity	0.6667	NPC64140
Remote Similarity	0.665	NPC203972
Remote Similarity	0.6649	NPC164608
Remote Similarity	0.6649	NPC127362
Remote Similarity	0.6648	NPC476194
Remote Similarity	0.6648	NPC265473
Remote Similarity	0.6648	NPC478189
Remote Similarity	0.6648	NPC276665
Remote Similarity	0.6647	NPC218530
Remote Similarity	0.6634	NPC474077
Remote Similarity	0.6632	NPC138083
Remote Similarity	0.6632	NPC194671
Remote Similarity	0.6632	NPC269750
Remote Similarity	0.663	NPC187028
Remote Similarity	0.663	NPC305700
Remote Similarity	0.663	NPC197741
Remote Similarity	0.663	NPC18249
Remote Similarity	0.663	NPC10221
Remote Similarity	0.663	NPC140915
Remote Similarity	0.6629	NPC262216
Remote Similarity	0.6629	NPC470019
Remote Similarity	0.6628	NPC254610
Remote Similarity	0.6628	NPC471201
Remote Similarity	0.6628	NPC471283
Remote Similarity	0.6627	NPC274732
Remote Similarity	0.6617	NPC242728
Remote Similarity	0.6616	NPC469816
Remote Similarity	0.6616	NPC469815
Remote Similarity	0.6615	NPC86678
Remote Similarity	0.6615	NPC234069
Remote Similarity	0.661	NPC290404
Remote Similarity	0.6609	NPC66518
Remote Similarity	0.6608	NPC196708
Remote Similarity	0.66	NPC73020
Remote Similarity	0.66	NPC14622
Remote Similarity	0.66	NPC70290
Remote Similarity	0.66	NPC477550
Remote Similarity	0.66	NPC477552
Remote Similarity	0.66	NPC215098
Remote Similarity	0.66	NPC46744
Remote Similarity	0.66	NPC124302
Remote Similarity	0.6596	NPC49315
Remote Similarity	0.6596	NPC273755
Remote Similarity	0.659	NPC239770
Remote Similarity	0.6588	NPC64897
Remote Similarity	0.6588	NPC90693
Remote Similarity	0.6583	NPC125924
Remote Similarity	0.6582	NPC240130
Remote Similarity	0.6582	NPC61332
Remote Similarity	0.658	NPC315913
Remote Similarity	0.6579	NPC228040
Remote Similarity	0.6578	NPC40234
Remote Similarity	0.6578	NPC196091
Remote Similarity	0.6578	NPC90984
Remote Similarity	0.6576	NPC69360
Remote Similarity	0.657	NPC14390
Remote Similarity	0.6566	NPC94499
Remote Similarity	0.6562	NPC260118
Remote Similarity	0.6561	NPC227778
Remote Similarity	0.6561	NPC26108
Remote Similarity	0.6559	NPC107938
Remote Similarity	0.6559	NPC294516
Remote Similarity	0.6556	NPC47672
Remote Similarity	0.6548	NPC473378
Remote Similarity	0.6548	NPC473407
Remote Similarity	0.6545	NPC221792
Remote Similarity	0.6545	NPC316161
Remote Similarity	0.6543	NPC319950

Drug Structure

NPD3909 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 -6.0052 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 -1.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 2.0878 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 -1.8968 -1.7601 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 -5.1391 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 -0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5411 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8913 -1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7372 -1.4122 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 -7.7372 -2.4122 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6032 -0.9122 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 -3.2981 -0.7420 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4791 -2.4646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 -2.9122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6032 -2.9122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4693 -1.4122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4736 -2.3600 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1280 -2.6736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 12 2 0 0 0 0 2 4 2 0 0 0 0 2 12 1 0 0 0 0 3 14 2 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 15 1 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 27 1 0 0 0 0 12 13 1 0 0 0 0 14 19 1 0 0 0 0 15 10 1 6 0 0 0 15 20 1 0 0 0 0 16 11 1 1 0 0 0 16 23 1 0 0 0 0 17 27 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000503
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.15
ALogP	-0.9573
MLogP	2.89
XLogP	3.801
HDA	6
HBD	4
Rotatable Bonds	10
TPSA	128.99
RO5 Violation	0