NPASS drugs

Drug Information

Drug ID:	NPD6937
Drug Name:	Boceprevir
Molecular Formula:	C27H45N5O5
Canonical SMILES:	OC(=NC(C(=O)C(=O)N)CC1CCC1)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)[C@H](C(C)(C)C)N=C(NC(C)(C)C)O
Standard InCHI:	InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16?,17-,18-,20+/m0/s1
Standard InCHIKey:	LHHCSNFAOIFYRV-DOVBMPENSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6937

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	104
0.1-0.2	6458
0.2-0.3	15650
0.3-0.4	7496
0.4-0.5	979
0.5-0.6	164
0.6-0.7	37
0.7-0.8	2
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	0.7	NPC134504
Intermediate Similarity	0.7	NPC47076
Remote Similarity	0.681	NPC241394
Remote Similarity	0.6724	NPC128303
Remote Similarity	0.6667	NPC472351
Remote Similarity	0.6667	NPC275715
Remote Similarity	0.6571	NPC235078
Remote Similarity	0.6442	NPC476156
Remote Similarity	0.6442	NPC476117
Remote Similarity	0.6442	NPC476137
Remote Similarity	0.6442	NPC476243
Remote Similarity	0.6417	NPC207820
Remote Similarity	0.6381	NPC476302
Remote Similarity	0.6381	NPC23984
Remote Similarity	0.6346	NPC31756
Remote Similarity	0.6339	NPC62263
Remote Similarity	0.6339	NPC173763
Remote Similarity	0.6339	NPC471098
Remote Similarity	0.6337	NPC266888
Remote Similarity	0.6337	NPC161774
Remote Similarity	0.6337	NPC256312
Remote Similarity	0.6337	NPC209156
Remote Similarity	0.6308	NPC477518
Remote Similarity	0.6306	NPC475801
Remote Similarity	0.6306	NPC474593
Remote Similarity	0.625	NPC474576
Remote Similarity	0.6168	NPC53858
Remote Similarity	0.6168	NPC84128
Remote Similarity	0.6167	NPC323720
Remote Similarity	0.6154	NPC220234
Remote Similarity	0.6139	NPC214532
Remote Similarity	0.6139	NPC76297
Remote Similarity	0.6139	NPC196007
Remote Similarity	0.6091	NPC477539
Remote Similarity	0.6077	NPC160688
Remote Similarity	0.6075	NPC470783
Remote Similarity	0.6038	NPC312315
Remote Similarity	0.6034	NPC117829
Remote Similarity	0.6017	NPC475188
Remote Similarity	0.5983	NPC473597
Remote Similarity	0.5982	NPC304454
Remote Similarity	0.5962	NPC327272
Remote Similarity	0.595	NPC476877
Remote Similarity	0.594	NPC470653
Remote Similarity	0.594	NPC470650
Remote Similarity	0.594	NPC470654
Remote Similarity	0.5929	NPC322966
Remote Similarity	0.5913	NPC315237
Remote Similarity	0.5887	NPC67009
Remote Similarity	0.5882	NPC475440
Remote Similarity	0.5868	NPC124554
Remote Similarity	0.5868	NPC301148
Remote Similarity	0.5868	NPC5864
Remote Similarity	0.5854	NPC476876
Remote Similarity	0.5826	NPC477538
Remote Similarity	0.5814	NPC296043
Remote Similarity	0.5812	NPC280066
Remote Similarity	0.5794	NPC191774
Remote Similarity	0.5772	NPC124549
Remote Similarity	0.5769	NPC329216
Remote Similarity	0.5745	NPC477400
Remote Similarity	0.5738	NPC471097
Remote Similarity	0.5738	NPC475149
Remote Similarity	0.5726	NPC301010
Remote Similarity	0.5714	NPC315188
Remote Similarity	0.5691	NPC198344
Remote Similarity	0.569	NPC476019
Remote Similarity	0.5685	NPC142761
Remote Similarity	0.5682	NPC477237
Remote Similarity	0.5667	NPC472736
Remote Similarity	0.5659	NPC63191
Remote Similarity	0.5659	NPC471202
Remote Similarity	0.5644	NPC84182
Remote Similarity	0.5644	NPC128005
Remote Similarity	0.5639	NPC470652
Remote Similarity	0.5635	NPC171734
Remote Similarity	0.5625	NPC476875
Remote Similarity	0.562	NPC475758
Remote Similarity	0.56	NPC475637

Drug Structure

NPD6937 OpenBabel08211710072D 42 44 0 0 1 0 0 0 0 0999 V2000 -5.6417 -1.0020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0971 -0.1633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9867 -0.5649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5580 2.5739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0134 3.4126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6117 1.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8428 -1.4038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2982 -0.5651 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 -1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2614 -0.2016 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 -3.2955 -0.4604 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4483 1.6730 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.7508 0.3782 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3801 1.1554 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4824 1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0434 0.8877 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2235 2.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1213 2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1524 1.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8297 2.4309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0957 -0.1110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5594 2.5216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2968 -0.5128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9306 3.6049 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1554 2.3801 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8821 1.4323 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6684 2.9756 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3137 0.7970 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2247 1.2247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7424 3.1566 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8284 2.8284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1001 2.3403 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9387 2.8849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8966 3.3461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6718 4.5708 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6161 3.9742 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5696 3.7944 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8864 3.8836 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 26 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 27 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 10 14 1 0 0 0 0 11 14 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 32 1 0 0 0 0 15 13 1 1 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 29 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 1 0 0 0 18 22 1 6 0 0 0 18 32 1 0 0 0 0 19 21 1 0 0 0 0 19 33 2 0 0 0 0 20 23 1 6 0 0 0 20 25 1 0 0 0 0 20 30 1 0 0 0 0 21 28 1 0 0 0 0 21 34 2 0 0 0 0 22 29 2 3 0 0 0 22 35 1 0 0 0 0 23 32 1 0 0 0 0 23 36 2 0 0 0 0 24 30 2 3 0 0 0 24 31 1 0 0 0 0 24 37 1 0 0 0 0 26 31 1 0 0 0 0 28 38 1 0 0 0 0 28 39 1 0 0 0 0 31 40 1 0 0 0 0 35 41 1 0 0 0 0 37 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011192
DrugBank	DB05665
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10324367
ChEBI
CAS Number

Drug Properties

Molecular Weight	519.34
ALogP	1.1871
MLogP	3.33
XLogP	3.451
HDA	10
HBD	4
Rotatable Bonds	23
TPSA	157.68
RO5 Violation	1