NPASS drugs

Drug Information

Drug ID:	NPD5172
Drug Name:	Amp579
Molecular Formula:	C22H28ClN5O3S
Canonical SMILES:	CCC(Nc1ncnc2c1ccn2C1C[C@@H]([C@H]([C@H]1O)O)C(=NCC)O)Cc1sccc1Cl
Standard InCHI:	InChI=1S/C22H28ClN5O3S/c1-3-12(9-17-15(23)6-8-32-17)27-20-13-5-7-28(21(13)26-11-25-20)16-10-14(18(29)19(16)30)22(31)24-4-2/h5-8,11-12,14,16,18-19,29-30H,3-4,9-10H2,1-2H3,(H,24,31)(H,25,26,27)/t12?,14-,16?,18+,19-/m0/s1
Standard InCHIKey:	CKQOOYMMAAPDKH-NXKGBEFYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5172

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	418
0.1-0.2	5419
0.2-0.3	18915
0.3-0.4	3035
0.4-0.5	2145
0.5-0.6	927
0.6-0.7	31
0.7-0.8	0
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
Remote Similarity	0.6791	NPC125659
Remote Similarity	0.6791	NPC168702
Remote Similarity	0.664	NPC107160
Remote Similarity	0.6429	NPC21461
Remote Similarity	0.6423	NPC250178
Remote Similarity	0.6395	NPC39092
Remote Similarity	0.6364	NPC160666
Remote Similarity	0.629	NPC33382
Remote Similarity	0.6278	NPC222174
Remote Similarity	0.6269	NPC150447
Remote Similarity	0.6255	NPC130570
Remote Similarity	0.6226	NPC158055
Remote Similarity	0.6167	NPC469308
Remote Similarity	0.6157	NPC314491
Remote Similarity	0.6148	NPC314957
Remote Similarity	0.6145	NPC79386
Remote Similarity	0.6133	NPC69843
Remote Similarity	0.6124	NPC63279
Remote Similarity	0.61	NPC297642
Remote Similarity	0.608	NPC238945
Remote Similarity	0.6079	NPC313730
Remote Similarity	0.6073	NPC320968
Remote Similarity	0.6053	NPC314774
Remote Similarity	0.6053	NPC317054
Remote Similarity	0.6053	NPC315126
Remote Similarity	0.6052	NPC62510
Remote Similarity	0.6045	NPC93365
Remote Similarity	0.6043	NPC472289
Remote Similarity	0.6034	NPC163055
Remote Similarity	0.6027	NPC474217
Remote Similarity	0.6023	NPC165743
Remote Similarity	0.5991	NPC233936
Remote Similarity	0.5982	NPC71079
Remote Similarity	0.5974	NPC141377
Remote Similarity	0.5965	NPC89562
Remote Similarity	0.5956	NPC469813
Remote Similarity	0.5956	NPC78375
Remote Similarity	0.5956	NPC476446
Remote Similarity	0.5955	NPC477420
Remote Similarity	0.5955	NPC477418
Remote Similarity	0.595	NPC474767
Remote Similarity	0.5946	NPC470730
Remote Similarity	0.5946	NPC477176
Remote Similarity	0.5946	NPC477175
Remote Similarity	0.5946	NPC470729
Remote Similarity	0.5929	NPC85918
Remote Similarity	0.5923	NPC477177
Remote Similarity	0.5923	NPC475969
Remote Similarity	0.5923	NPC475859
Remote Similarity	0.5923	NPC474877
Remote Similarity	0.5915	NPC188387
Remote Similarity	0.5915	NPC163421
Remote Similarity	0.5903	NPC127730
Remote Similarity	0.5903	NPC278366
Remote Similarity	0.5896	NPC282247
Remote Similarity	0.5891	NPC41982
Remote Similarity	0.588	NPC164228
Remote Similarity	0.5875	NPC64216
Remote Similarity	0.5874	NPC324815
Remote Similarity	0.5869	NPC476492
Remote Similarity	0.5868	NPC477633
Remote Similarity	0.5862	NPC248454
Remote Similarity	0.5854	NPC143325
Remote Similarity	0.5853	NPC19170
Remote Similarity	0.5848	NPC138018
Remote Similarity	0.5847	NPC323927
Remote Similarity	0.5833	NPC54744
Remote Similarity	0.5833	NPC229348
Remote Similarity	0.583	NPC472110
Remote Similarity	0.583	NPC472109
Remote Similarity	0.5823	NPC474707
Remote Similarity	0.5817	NPC54981
Remote Similarity	0.5816	NPC95783
Remote Similarity	0.5815	NPC40779
Remote Similarity	0.5813	NPC155143
Remote Similarity	0.5809	NPC56271
Remote Similarity	0.5809	NPC474177
Remote Similarity	0.5806	NPC314056
Remote Similarity	0.5804	NPC195140
Remote Similarity	0.5801	NPC314603
Remote Similarity	0.5798	NPC317030
Remote Similarity	0.5798	NPC204565
Remote Similarity	0.5794	NPC471603
Remote Similarity	0.5789	NPC41333
Remote Similarity	0.5785	NPC297862
Remote Similarity	0.5784	NPC295452
Remote Similarity	0.5784	NPC171393
Remote Similarity	0.5781	NPC15102
Remote Similarity	0.5779	NPC89987
Remote Similarity	0.5775	NPC478012
Remote Similarity	0.5775	NPC478011
Remote Similarity	0.5774	NPC173028
Remote Similarity	0.5774	NPC65215
Remote Similarity	0.5774	NPC478028
Remote Similarity	0.5772	NPC478030
Remote Similarity	0.5772	NPC475506
Remote Similarity	0.5769	NPC153467
Remote Similarity	0.5767	NPC471312
Remote Similarity	0.5765	NPC477114
Remote Similarity	0.5764	NPC160105
Remote Similarity	0.5755	NPC100321
Remote Similarity	0.5754	NPC314176
Remote Similarity	0.5754	NPC477634
Remote Similarity	0.5745	NPC478013
Remote Similarity	0.574	NPC469975
Remote Similarity	0.5738	NPC272483
Remote Similarity	0.5737	NPC162860
Remote Similarity	0.5736	NPC471506
Remote Similarity	0.5734	NPC476454
Remote Similarity	0.5732	NPC313514
Remote Similarity	0.5731	NPC75726
Remote Similarity	0.5731	NPC110602
Remote Similarity	0.5731	NPC31385
Remote Similarity	0.573	NPC478029
Remote Similarity	0.5726	NPC59269
Remote Similarity	0.5726	NPC103388
Remote Similarity	0.572	NPC133366
Remote Similarity	0.5714	NPC149708
Remote Similarity	0.5714	NPC473640
Remote Similarity	0.5703	NPC472285
Remote Similarity	0.5703	NPC473376
Remote Similarity	0.5702	NPC133261
Remote Similarity	0.5697	NPC71238
Remote Similarity	0.5697	NPC292361
Remote Similarity	0.5696	NPC54988
Remote Similarity	0.5696	NPC474561
Remote Similarity	0.5696	NPC49217
Remote Similarity	0.5696	NPC49954
Remote Similarity	0.5692	NPC476817
Remote Similarity	0.5685	NPC193761
Remote Similarity	0.5685	NPC476874
Remote Similarity	0.5677	NPC311276
Remote Similarity	0.5675	NPC107077
Remote Similarity	0.5675	NPC223791
Remote Similarity	0.5671	NPC319456
Remote Similarity	0.5664	NPC470731
Remote Similarity	0.5664	NPC476464
Remote Similarity	0.5664	NPC470732
Remote Similarity	0.5663	NPC138562
Remote Similarity	0.566	NPC326575
Remote Similarity	0.5657	NPC54420
Remote Similarity	0.5656	NPC239660
Remote Similarity	0.5656	NPC106235
Remote Similarity	0.5654	NPC312942
Remote Similarity	0.5654	NPC327095
Remote Similarity	0.5643	NPC213629
Remote Similarity	0.5641	NPC189812
Remote Similarity	0.5641	NPC329688
Remote Similarity	0.5639	NPC469762
Remote Similarity	0.5632	NPC40455
Remote Similarity	0.563	NPC472108
Remote Similarity	0.563	NPC139291
Remote Similarity	0.5628	NPC34300
Remote Similarity	0.5627	NPC110151
Remote Similarity	0.562	NPC281049
Remote Similarity	0.562	NPC471564
Remote Similarity	0.5619	NPC239737
Remote Similarity	0.5617	NPC24594
Remote Similarity	0.5617	NPC472122
Remote Similarity	0.5614	NPC230869
Remote Similarity	0.5609	NPC162268
Remote Similarity	0.5608	NPC75634
Remote Similarity	0.5607	NPC471322
Remote Similarity	0.5606	NPC156003
Remote Similarity	0.5605	NPC470497
Remote Similarity	0.5603	NPC63751
Remote Similarity	0.56	NPC477630
Remote Similarity	0.56	NPC477635

Drug Structure

NPD5172 OpenBabel08211706322D 36 39 0 0 1 0 0 0 0 0999 V2000 5.0733 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0324 -0.4009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2234 0.1869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6559 -2.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1559 -3.3716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -0.6691 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9868 -1.7624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0733 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5009 0.3680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1947 -0.7842 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.3099 -0.2198 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 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 -3.0485 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8849 -1.9875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6054 1.3625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1778 -3.1637 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.8309 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 -1.5522 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -2.8535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5189 1.7692 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 24 1 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 28 1 0 0 0 0 8 32 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 25 2 0 0 0 0 11 26 1 0 0 0 0 12 27 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 14 22 1 1 0 0 0 15 17 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 17 32 1 0 0 0 0 18 19 1 0 0 0 0 18 29 1 6 0 0 0 19 30 1 6 0 0 0 20 25 1 0 0 0 0 20 27 1 0 0 0 0 21 26 2 0 0 0 0 21 28 1 0 0 0 0 22 24 2 3 0 0 0 22 31 1 0 0 0 0 27 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 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	477.16
ALogP	-0.0178
MLogP	2.78
XLogP	3.121
HDA	8
HBD	4
Rotatable Bonds	14
TPSA	144.03
RO5 Violation	0