NPASS drugs

Drug Information

Drug ID:	NPD1633
Drug Name:	Chloramphenicol Sodium Succinate
Molecular Formula:	C15H16Cl2N2O8.Na
Canonical SMILES:	[O-]C(=O)CCC(=O)OC[C@H]([C@@H](c1ccc(cc1)N(=O)=O)O)N=C(C(Cl)Cl)O.[Na+]
Standard InCHI:	InChI=1S/C15H16Cl2N2O8.Na/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26;/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21);/q;+1/p-1/t10-,13-;/m1./s1
Standard InCHIKey:	RPLOPBHEZLFENN-HTMVYDOJSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1633

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	128
0.1-0.2	846
0.2-0.3	4464
0.3-0.4	10301
0.4-0.5	13170
0.5-0.6	1878
0.6-0.7	101
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9007	NPC159589
Intermediate Similarity	0.7039	NPC314278
Remote Similarity	0.6863	NPC205946
Remote Similarity	0.6761	NPC83241
Remote Similarity	0.6708	NPC287358
Remote Similarity	0.6685	NPC95412
Remote Similarity	0.6548	NPC315829
Remote Similarity	0.6519	NPC259098
Remote Similarity	0.6519	NPC197680
Remote Similarity	0.6474	NPC317758
Remote Similarity	0.6463	NPC319645
Remote Similarity	0.6433	NPC4974
Remote Similarity	0.6433	NPC325013
Remote Similarity	0.6429	NPC80150
Remote Similarity	0.6429	NPC190663
Remote Similarity	0.6424	NPC197921
Remote Similarity	0.6386	NPC469360
Remote Similarity	0.6386	NPC91953
Remote Similarity	0.6346	NPC474862
Remote Similarity	0.6346	NPC160493
Remote Similarity	0.6341	NPC6570
Remote Similarity	0.634	NPC169328
Remote Similarity	0.6335	NPC314098
Remote Similarity	0.6329	NPC47667
Remote Similarity	0.6323	NPC150323
Remote Similarity	0.6323	NPC477061
Remote Similarity	0.6323	NPC45777
Remote Similarity	0.6323	NPC476183
Remote Similarity	0.6303	NPC159722
Remote Similarity	0.6299	NPC310467
Remote Similarity	0.6282	NPC476281
Remote Similarity	0.6282	NPC476184
Remote Similarity	0.6266	NPC476241
Remote Similarity	0.6266	NPC476260
Remote Similarity	0.6257	NPC315934
Remote Similarity	0.6257	NPC477392
Remote Similarity	0.625	NPC199738
Remote Similarity	0.625	NPC210950
Remote Similarity	0.6237	NPC475962
Remote Similarity	0.6236	NPC253667
Remote Similarity	0.6236	NPC35510
Remote Similarity	0.6235	NPC314473
Remote Similarity	0.6228	NPC469427
Remote Similarity	0.6228	NPC469426
Remote Similarity	0.6226	NPC476125
Remote Similarity	0.6226	NPC476179
Remote Similarity	0.6225	NPC273814
Remote Similarity	0.6222	NPC278887
Remote Similarity	0.6211	NPC101372
Remote Similarity	0.6203	NPC476278
Remote Similarity	0.6199	NPC259678
Remote Similarity	0.6194	NPC237420
Remote Similarity	0.6176	NPC314186
Remote Similarity	0.6154	NPC319950
Remote Similarity	0.6144	NPC205652
Remote Similarity	0.6144	NPC470550
Remote Similarity	0.614	NPC470824
Remote Similarity	0.6139	NPC27581
Remote Similarity	0.6138	NPC477391
Remote Similarity	0.6127	NPC7817
Remote Similarity	0.6127	NPC475168
Remote Similarity	0.6118	NPC314287
Remote Similarity	0.6115	NPC478015
Remote Similarity	0.6115	NPC478016
Remote Similarity	0.6115	NPC478014
Remote Similarity	0.6111	NPC472330
Remote Similarity	0.6111	NPC472329
Remote Similarity	0.6111	NPC296712
Remote Similarity	0.6105	NPC478039
Remote Similarity	0.6105	NPC282092
Remote Similarity	0.6104	NPC197470
Remote Similarity	0.6102	NPC63370
Remote Similarity	0.6102	NPC36836
Remote Similarity	0.6099	NPC470971
Remote Similarity	0.6082	NPC190945
Remote Similarity	0.6082	NPC323798
Remote Similarity	0.6078	NPC1986
Remote Similarity	0.6078	NPC474544
Remote Similarity	0.6074	NPC226662
Remote Similarity	0.6069	NPC254798
Remote Similarity	0.6067	NPC211525
Remote Similarity	0.6067	NPC153694
Remote Similarity	0.6065	NPC2265
Remote Similarity	0.6057	NPC314223
Remote Similarity	0.6054	NPC13367
Remote Similarity	0.6049	NPC58827
Remote Similarity	0.6049	NPC72473
Remote Similarity	0.6049	NPC307437
Remote Similarity	0.6047	NPC477556
Remote Similarity	0.6047	NPC472242
Remote Similarity	0.6044	NPC127362
Remote Similarity	0.6025	NPC474479
Remote Similarity	0.6023	NPC470902
Remote Similarity	0.6022	NPC129624
Remote Similarity	0.6012	NPC469666
Remote Similarity	0.6011	NPC469462
Remote Similarity	0.6	NPC314113
Remote Similarity	0.6	NPC313466
Remote Similarity	0.6	NPC320394
Remote Similarity	0.6	NPC275538
Remote Similarity	0.6	NPC245741
Remote Similarity	0.6	NPC37584
Remote Similarity	0.6	NPC316202
Remote Similarity	0.5988	NPC81026
Remote Similarity	0.5988	NPC282578
Remote Similarity	0.5987	NPC229353
Remote Similarity	0.5987	NPC314992
Remote Similarity	0.5976	NPC181527
Remote Similarity	0.5973	NPC211551
Remote Similarity	0.5969	NPC133591
Remote Similarity	0.5964	NPC470392
Remote Similarity	0.5962	NPC147957
Remote Similarity	0.5959	NPC12730
Remote Similarity	0.5956	NPC472115
Remote Similarity	0.5956	NPC472114
Remote Similarity	0.5948	NPC329011
Remote Similarity	0.5946	NPC164859
Remote Similarity	0.5946	NPC178681
Remote Similarity	0.5944	NPC291359
Remote Similarity	0.5944	NPC148468
Remote Similarity	0.5944	NPC476483
Remote Similarity	0.5944	NPC310403
Remote Similarity	0.5944	NPC263709
Remote Similarity	0.5944	NPC63210
Remote Similarity	0.5944	NPC97380
Remote Similarity	0.5944	NPC243673
Remote Similarity	0.5941	NPC242933
Remote Similarity	0.5941	NPC472243
Remote Similarity	0.5941	NPC239770
Remote Similarity	0.5938	NPC291759
Remote Similarity	0.5938	NPC38823
Remote Similarity	0.5938	NPC142577
Remote Similarity	0.5938	NPC207033
Remote Similarity	0.5934	NPC189116
Remote Similarity	0.5932	NPC184161
Remote Similarity	0.593	NPC266741
Remote Similarity	0.5928	NPC90693
Remote Similarity	0.5928	NPC64897
Remote Similarity	0.5926	NPC472414
Remote Similarity	0.5926	NPC474926
Remote Similarity	0.5918	NPC228400
Remote Similarity	0.5918	NPC214200
Remote Similarity	0.5917	NPC166667
Remote Similarity	0.5912	NPC130931
Remote Similarity	0.5909	NPC241392
Remote Similarity	0.5907	NPC232872
Remote Similarity	0.5907	NPC469830
Remote Similarity	0.5906	NPC113326
Remote Similarity	0.5906	NPC43477
Remote Similarity	0.5906	NPC194390
Remote Similarity	0.5906	NPC224610
Remote Similarity	0.5906	NPC88267
Remote Similarity	0.5902	NPC52059
Remote Similarity	0.5902	NPC470069
Remote Similarity	0.5899	NPC123011
Remote Similarity	0.5899	NPC256689
Remote Similarity	0.5895	NPC288305
Remote Similarity	0.5892	NPC40234
Remote Similarity	0.589	NPC290515
Remote Similarity	0.589	NPC164514
Remote Similarity	0.589	NPC108606
Remote Similarity	0.589	NPC226096
Remote Similarity	0.589	NPC303611
Remote Similarity	0.5885	NPC469460
Remote Similarity	0.5882	NPC158277
Remote Similarity	0.5882	NPC279871
Remote Similarity	0.5882	NPC163392
Remote Similarity	0.5882	NPC469828
Remote Similarity	0.5882	NPC239762
Remote Similarity	0.5879	NPC325651
Remote Similarity	0.5873	NPC274002
Remote Similarity	0.5873	NPC472331
Remote Similarity	0.5873	NPC126515
Remote Similarity	0.5872	NPC472241
Remote Similarity	0.587	NPC314861
Remote Similarity	0.587	NPC19555
Remote Similarity	0.5864	NPC272375
Remote Similarity	0.5864	NPC469831
Remote Similarity	0.5862	NPC3371
Remote Similarity	0.5858	NPC64205
Remote Similarity	0.5856	NPC114806
Remote Similarity	0.5856	NPC469461
Remote Similarity	0.5854	NPC476353
Remote Similarity	0.5847	NPC313757
Remote Similarity	0.5843	NPC39431
Remote Similarity	0.5838	NPC473922
Remote Similarity	0.5833	NPC10875
Remote Similarity	0.5833	NPC469829
Remote Similarity	0.5833	NPC212699
Remote Similarity	0.5833	NPC207675
Remote Similarity	0.5833	NPC253476
Remote Similarity	0.5833	NPC10730
Remote Similarity	0.5833	NPC91615
Remote Similarity	0.5829	NPC248670
Remote Similarity	0.5829	NPC475559
Remote Similarity	0.5829	NPC276993
Remote Similarity	0.5829	NPC298851
Remote Similarity	0.5829	NPC210415
Remote Similarity	0.5829	NPC293255
Remote Similarity	0.5829	NPC181138

Drug Structure

NPD1633 OpenBabel08211701082D 30 29 0 0 1 0 0 0 0 0999 V2000 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6516 -1.8072 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 6.5622 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 27 1 0 0 0 0 8 13 1 0 0 0 0 9 19 1 0 0 0 0 10 7 1 6 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 22 2 0 0 0 0 12 27 1 0 0 0 0 13 23 1 1 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 15 18 2 3 0 0 0 15 24 1 0 0 0 0 19 25 2 0 0 0 0 19 26 2 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 M CHG 2 21 -1 28 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	421.02
ALogP	0.1828
MLogP	1.79
XLogP	1.292
HDA	7
HBD	2
Rotatable Bonds	17
TPSA	162.39
RO5 Violation	1