NPASS drugs

Drug Information

Drug ID:	NPD5149
Drug Name:	Pf-04691502
Molecular Formula:	C22H27N5O4
Canonical SMILES:	OCCO[C@@H]1CC[C@H](CC1)n1c(=O)c(cc2c1nc(=N)[nH]c2C)c1ccc(nc1)OC
Standard InCHI:	InChI=1S/C22H27N5O4/c1-13-17-11-18(14-3-8-19(30-2)24-12-14)21(29)27(20(17)26-22(23)25-13)15-4-6-16(7-5-15)31-10-9-28/h3,8,11-12,15-16,28H,4-7,9-10H2,1-2H3,(H2,23,25,26)/t15-,16-
Standard InCHIKey:	XDLYKKIQACFMJG-WKILWMFISA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5149

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	256
0.1-0.2	2299
0.2-0.3	9549
0.3-0.4	4420
0.4-0.5	10728
0.5-0.6	2711
0.6-0.7	918
0.7-0.8	9
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	0.7225	NPC157931
Intermediate Similarity	0.7119	NPC316224
Intermediate Similarity	0.7074	NPC257851
Intermediate Similarity	0.7074	NPC244536
Intermediate Similarity	0.7049	NPC478006
Intermediate Similarity	0.7043	NPC66777
Intermediate Similarity	0.7043	NPC471762
Intermediate Similarity	0.7025	NPC314882
Intermediate Similarity	0.7016	NPC315467
Remote Similarity	0.6988	NPC478010
Remote Similarity	0.6988	NPC478009
Remote Similarity	0.6975	NPC75179
Remote Similarity	0.696	NPC128115
Remote Similarity	0.6947	NPC314270
Remote Similarity	0.6936	NPC477549
Remote Similarity	0.6923	NPC82548
Remote Similarity	0.692	NPC236668
Remote Similarity	0.6916	NPC168209
Remote Similarity	0.6889	NPC146976
Remote Similarity	0.6881	NPC328559
Remote Similarity	0.6878	NPC193238
Remote Similarity	0.6872	NPC325775
Remote Similarity	0.6864	NPC165349
Remote Similarity	0.6864	NPC47059
Remote Similarity	0.6864	NPC329708
Remote Similarity	0.6864	NPC118832
Remote Similarity	0.6864	NPC264166
Remote Similarity	0.6864	NPC274291
Remote Similarity	0.685	NPC478011
Remote Similarity	0.685	NPC478012
Remote Similarity	0.6844	NPC151781
Remote Similarity	0.6844	NPC74562
Remote Similarity	0.6844	NPC316181
Remote Similarity	0.684	NPC314056
Remote Similarity	0.6826	NPC175150
Remote Similarity	0.6826	NPC243633
Remote Similarity	0.6824	NPC314176
Remote Similarity	0.6822	NPC170751
Remote Similarity	0.682	NPC99891
Remote Similarity	0.682	NPC127085
Remote Similarity	0.6816	NPC174672
Remote Similarity	0.6812	NPC472099
Remote Similarity	0.6809	NPC89987
Remote Similarity	0.6804	NPC32451
Remote Similarity	0.6789	NPC472435
Remote Similarity	0.6789	NPC303374
Remote Similarity	0.6787	NPC210256
Remote Similarity	0.6786	NPC470020
Remote Similarity	0.6784	NPC471192
Remote Similarity	0.6776	NPC127647
Remote Similarity	0.6774	NPC473814
Remote Similarity	0.6774	NPC78767
Remote Similarity	0.6771	NPC476465
Remote Similarity	0.6771	NPC287208
Remote Similarity	0.6769	NPC313804
Remote Similarity	0.6769	NPC315804
Remote Similarity	0.6762	NPC322043
Remote Similarity	0.6759	NPC478013
Remote Similarity	0.6759	NPC135950
Remote Similarity	0.6759	NPC93390
Remote Similarity	0.6756	NPC242923
Remote Similarity	0.6744	NPC133140
Remote Similarity	0.6744	NPC195268
Remote Similarity	0.6743	NPC320748
Remote Similarity	0.6743	NPC324245
Remote Similarity	0.6741	NPC174758
Remote Similarity	0.6736	NPC472434
Remote Similarity	0.6726	NPC153980
Remote Similarity	0.6726	NPC6865
Remote Similarity	0.6714	NPC328798
Remote Similarity	0.6713	NPC307963
Remote Similarity	0.6712	NPC103361
Remote Similarity	0.6711	NPC147983
Remote Similarity	0.6711	NPC177996
Remote Similarity	0.6707	NPC472436
Remote Similarity	0.6696	NPC308906
Remote Similarity	0.6695	NPC125597
Remote Similarity	0.6695	NPC184680
Remote Similarity	0.6682	NPC309498
Remote Similarity	0.6682	NPC198401
Remote Similarity	0.6682	NPC20593
Remote Similarity	0.6682	NPC79223
Remote Similarity	0.6682	NPC182814
Remote Similarity	0.6681	NPC72956
Remote Similarity	0.6667	NPC470785
Remote Similarity	0.6667	NPC470784
Remote Similarity	0.6667	NPC317672
Remote Similarity	0.6652	NPC156044
Remote Similarity	0.6652	NPC292517
Remote Similarity	0.6652	NPC316403
Remote Similarity	0.6651	NPC251090
Remote Similarity	0.6639	NPC141053
Remote Similarity	0.6639	NPC475816
Remote Similarity	0.6638	NPC186351
Remote Similarity	0.6638	NPC148183
Remote Similarity	0.6638	NPC473317
Remote Similarity	0.6638	NPC152768
Remote Similarity	0.6637	NPC285558
Remote Similarity	0.6636	NPC476578
Remote Similarity	0.6636	NPC476582
Remote Similarity	0.6636	NPC4071
Remote Similarity	0.6623	NPC266931
Remote Similarity	0.6621	NPC74153
Remote Similarity	0.6621	NPC329024
Remote Similarity	0.662	NPC92111
Remote Similarity	0.661	NPC194740
Remote Similarity	0.6609	NPC220851
Remote Similarity	0.6609	NPC210434
Remote Similarity	0.6607	NPC472287
Remote Similarity	0.6607	NPC472286
Remote Similarity	0.6606	NPC315957
Remote Similarity	0.6604	NPC325093
Remote Similarity	0.6604	NPC327373
Remote Similarity	0.6598	NPC208522
Remote Similarity	0.6597	NPC471004
Remote Similarity	0.6597	NPC49547
Remote Similarity	0.6596	NPC319232
Remote Similarity	0.6596	NPC470018
Remote Similarity	0.6596	NPC24370
Remote Similarity	0.6582	NPC24019
Remote Similarity	0.658	NPC303658
Remote Similarity	0.6579	NPC112206
Remote Similarity	0.6579	NPC471194
Remote Similarity	0.6579	NPC264176
Remote Similarity	0.6579	NPC471193
Remote Similarity	0.6579	NPC202605
Remote Similarity	0.6574	NPC76748
Remote Similarity	0.6569	NPC323752
Remote Similarity	0.6569	NPC172222
Remote Similarity	0.6568	NPC74575
Remote Similarity	0.6567	NPC60621
Remote Similarity	0.6565	NPC274982
Remote Similarity	0.6565	NPC30570
Remote Similarity	0.6564	NPC471304
Remote Similarity	0.6564	NPC290689
Remote Similarity	0.6562	NPC12944
Remote Similarity	0.6562	NPC25442
Remote Similarity	0.6562	NPC476581
Remote Similarity	0.6562	NPC36229
Remote Similarity	0.6562	NPC16452
Remote Similarity	0.6561	NPC160127
Remote Similarity	0.6561	NPC50997
Remote Similarity	0.656	NPC473821
Remote Similarity	0.656	NPC289786
Remote Similarity	0.6559	NPC26543
Remote Similarity	0.6555	NPC160666
Remote Similarity	0.6553	NPC21638
Remote Similarity	0.6552	NPC17565
Remote Similarity	0.6549	NPC63041
Remote Similarity	0.6547	NPC295898
Remote Similarity	0.6542	NPC318020
Remote Similarity	0.6542	NPC208898
Remote Similarity	0.6542	NPC253675
Remote Similarity	0.654	NPC311906
Remote Similarity	0.6538	NPC249614
Remote Similarity	0.6538	NPC216612
Remote Similarity	0.6537	NPC162812
Remote Similarity	0.6537	NPC469727
Remote Similarity	0.6537	NPC305984
Remote Similarity	0.6533	NPC472111
Remote Similarity	0.6528	NPC296527
Remote Similarity	0.6527	NPC475720
Remote Similarity	0.6527	NPC196718
Remote Similarity	0.6527	NPC474192
Remote Similarity	0.6525	NPC473506
Remote Similarity	0.6524	NPC323969
Remote Similarity	0.6524	NPC54066
Remote Similarity	0.6522	NPC50562
Remote Similarity	0.6517	NPC107287
Remote Similarity	0.6516	NPC59033
Remote Similarity	0.6511	NPC322482
Remote Similarity	0.6511	NPC64216
Remote Similarity	0.6509	NPC471997
Remote Similarity	0.6509	NPC317010
Remote Similarity	0.6507	NPC111732
Remote Similarity	0.6507	NPC472098
Remote Similarity	0.6505	NPC471178
Remote Similarity	0.6504	NPC243850
Remote Similarity	0.6502	NPC138018
Remote Similarity	0.6502	NPC471614
Remote Similarity	0.65	NPC109922
Remote Similarity	0.6494	NPC67658
Remote Similarity	0.6494	NPC288349
Remote Similarity	0.649	NPC142385
Remote Similarity	0.6489	NPC289086
Remote Similarity	0.6488	NPC124542
Remote Similarity	0.6488	NPC59779
Remote Similarity	0.6488	NPC471177
Remote Similarity	0.6488	NPC28945
Remote Similarity	0.6488	NPC177404
Remote Similarity	0.6486	NPC192674
Remote Similarity	0.6484	NPC103230
Remote Similarity	0.6483	NPC475498
Remote Similarity	0.6483	NPC475137
Remote Similarity	0.6483	NPC473449
Remote Similarity	0.648	NPC329982
Remote Similarity	0.6479	NPC470474
Remote Similarity	0.6478	NPC54744
Remote Similarity	0.6478	NPC471080
Remote Similarity	0.6478	NPC469592

Drug Structure

NPD5149 OpenBabel08211706322D 34 37 0 0 1 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 0.0000 3.0000 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 0.8660 3.5000 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 -5.1962 2.0000 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 3.4641 3.0000 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 -3.4641 3.0000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 1 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 -2.5981 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 -0.8660 0.5000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 30 1 0 0 0 0 3 8 2 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 16 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 28 1 0 0 0 0 10 31 1 0 0 0 0 11 17 1 0 0 0 0 11 18 2 0 0 0 0 12 14 2 0 0 0 0 12 24 1 0 0 0 0 13 17 2 0 0 0 0 13 25 1 0 0 0 0 14 18 1 0 0 0 0 15 4 1 1 0 0 0 15 27 1 0 0 0 0 16 31 1 6 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 24 2 0 0 0 0 19 30 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 27 1 0 0 0 0 21 29 2 0 0 0 0 22 23 2 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 32 1 0 0 0 0 25 33 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	425.21
ALogP	-2.5632
MLogP	2.89
XLogP	1.428
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	120.13
RO5 Violation	0